September 2022 - Page 2 of 33 - Indole Building Blocks

Zhao, Yun-Xiu team published research on Journal of Agricultural and Food Chemistry in 2020 | 771-51-7

771-51-7, 3-Indoleacetonitrile is a plant growth activator, which promotes callus growth and shoot formation in tobacco callus.
3-Indoleacetonitrile (Indolylacetonitrile) is a light-induced auxin-inhibitory substance that is isolated from light-grown cabbage (Brassica olearea L.) shoots. It inhibits the biofilm formation of both E. coli O157:H7 and P. aeruginosa without affecting its growth.
3-Indoleacetonitrile, also known as 3-(cyanomethyl)indole or IAN, belongs to the class of organic compounds known as 3-alkylindoles. 3-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. 3-Indoleacetonitrile exists as a solid and is considered to be practically insoluble (in water) and relatively neutral. Within the cell, 3-indoleacetonitrile is primarily located in the mitochondria. 3-Indoleacetonitrile participates in a number of enzymatic reactions. In particular, 3-indoleacetonitrile can be biosynthesized from acetonitrile. 3-Indoleacetonitrile is also a parent compound for other transformation products, including but not limited to, cys(ian)-gly, gammaglucys(ian), and L-cys(ian). Outside of the human body, 3-indoleacetonitrile can be found in a number of food items such as cloudberry, japanese persimmon, horned melon, and evergreen huckleberry. This makes 3-indoleacetonitrile a potential biomarker for the consumption of these food products.
Indole-3-acetonitrile is a nitrile that is acetonitrile where one of the methyl hydrogens is substituted by a 1H-indol-3-yl group. It has a role as an auxin, a plant hormone, a plant metabolite and a human xenobiotic metabolite. It is a nitrile and a member of indoles. It derives from an acetonitrile., Application In Synthesis of 771-51-7

In addition to indoleacetic acid, indigo, and tryptophan, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. 771-51-7, formula is C10H8N2, Name is 2-(1H-Indol-3-yl)acetonitrile. The best-known group of these compounds is the indole alkaloids, members of which have been isolated from plants representing more than 30 families. Application In Synthesis of 771-51-7.

Zhao, Yun-Xiu;Yang, Wen-Long;Guo, Ling;Jiang, Huo-Yong;Cheng, Xi;Dai, Yi-Jun research published 《 Bioinformatics of a novel nitrile hydratase gene cluster of the N₂-fixing bacterium Microvirga flocculans CGMCC 1.16731 and characterization of the enzyme》, the research content is summarized as follows. Microvirga flocculans CGMCC 1.16731 can degrade many cyano group-containing neonicotinoid insecticides. Here, its genome was sequenced, and a novel nitrile hydratase gene cluster was discovered in a plasmid. The NHase gene cluster (pnhF) has gene structure β-subunit 1, α-subunit, and β-subunit 2, which is different from previously reported NHase gene structures. Phylogenetic anal. of α-subunits indicated that NHases containing the three subunit (β1αβ2) structure are independent from NHases containing two subunits (αβ). PnhF was successfully expressed in Escherichia coli, and the purified PnhF could convert the nitrile-containing insecticide flonicamid to N-(4-trifluoromethylnicotinoyl)glycinamide. The enzymic properties of PnhF were investigated using flonicamid as a substrate. Homol. models revealed that amino acid residue β1-Glu56 may strongly affect the catalytic activity of PnhF. This study expands our understanding of the structures and functions of NHases and the enzymic mechanism of the environmental fate of flonicamid.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Zhao, Yun-Xiu team published research on International Microbiology in 2020 | 771-51-7

Safety of 2-(1H-Indol-3-yl)acetonitrile, 3-Indoleacetonitrile is a plant growth activator, which promotes callus growth and shoot formation in tobacco callus.
3-Indoleacetonitrile (Indolylacetonitrile) is a light-induced auxin-inhibitory substance that is isolated from light-grown cabbage (Brassica olearea L.) shoots. It inhibits the biofilm formation of both E. coli O157:H7 and P. aeruginosa without affecting its growth.
3-Indoleacetonitrile, also known as 3-(cyanomethyl)indole or IAN, belongs to the class of organic compounds known as 3-alkylindoles. 3-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. 3-Indoleacetonitrile exists as a solid and is considered to be practically insoluble (in water) and relatively neutral. Within the cell, 3-indoleacetonitrile is primarily located in the mitochondria. 3-Indoleacetonitrile participates in a number of enzymatic reactions. In particular, 3-indoleacetonitrile can be biosynthesized from acetonitrile. 3-Indoleacetonitrile is also a parent compound for other transformation products, including but not limited to, cys(ian)-gly, gammaglucys(ian), and L-cys(ian). Outside of the human body, 3-indoleacetonitrile can be found in a number of food items such as cloudberry, japanese persimmon, horned melon, and evergreen huckleberry. This makes 3-indoleacetonitrile a potential biomarker for the consumption of these food products.
Indole-3-acetonitrile is a nitrile that is acetonitrile where one of the methyl hydrogens is substituted by a 1H-indol-3-yl group. It has a role as an auxin, a plant hormone, a plant metabolite and a human xenobiotic metabolite. It is a nitrile and a member of indoles. It derives from an acetonitrile., 771-51-7.

Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter. 771-51-7, formula is C10H8N2, Name is 2-(1H-Indol-3-yl)acetonitrile. It is used in perfumery and in making tryptophan, an essential amino acid, and indoleacetic acid (heteroauxin), a hormone that promotes the development of roots in plant cuttings. Safety of 2-(1H-Indol-3-yl)acetonitrile.

Zhao, Yun-Xiu;Guo, Lei-Lei;Sun, Shi-Lei;Guo, Jing-jing;Dai, Yi-Jun research published 《 Bioconversion of indole-3-acetonitrile by the N₂-fixing bacterium Ensifer meliloti CGMCC 7333 and its Escherichia coli-expressed nitrile hydratase》, the research content is summarized as follows. Abstract: An N₂-fixing bacterium, Ensifer meliloti CGMCC 7333, has been reported to degrade the cyano-containing neonicotinoid insecticides acetamiprid and thiacloprid using a (NHase). Here, the bioconversion of indole-3-acetonitrile (IAN) by E. meliloti, Escherichia coli overexpressing the NHase, and purified recombinant NHase was studied. E. meliloti converted IAN to the product indole-3-acetamide (IAM), and no nitrilase or amidase activities, or indole-3-acetic acid formation, were detected. Whole cells of E. meliloti converted IAN from the initial content of 6.41 to 0.06 mmol/L in 48 h. Meanwhile, forming 5.99 mmol/L IAM, the molar conversion of 94.4%. E. coli Rosetta overexpressing the NHase from E. meliloti produced 4.46 mmol/L IAM in 5 min, with a conversion rate of 91.1%. The purified NHase had a V_max for IAN conversion of 294.28 U/mg. Adding 2% and 10% (volume/volume) dichloromethane to 50 mmol/L sodium phosphate buffer containing 200 mg/L IAN increased the NHase activity by 26.8% and 11.5% resp., while the addition of 20% hexane had no inhibitory effect on IAN bioconversion. E. meliloti shows high NHase activity without forming a byproduct carboxylic acid, and its tolerance of dichloromethane and hexane increases its potential for application in the green biosynthesis of high-value amide compounds

Zhao, Xuejin team published research on Viruses in 2021 | 771-51-7

Zhao, Xuejin;Zhao, Lianzhong;Zhao, Ya;Huang, Kun;Gong, Wenxiao;Yang, Ying;Zhao, Li;Xia, Xiaohan;Li, Zaiyun;Sheng, Feng;Du, Xuezhu;Jin, Meilin research published 《 3-Indoleacetonitrile Is Highly Effective in Treating Influenza A Virus Infection In Vitro and In Vivo》, the research content is summarized as follows. Influenza A viruses are serious zoonotic pathogens that continuously cause pandemics in several animal hosts, including birds, pigs, and humans. Indole derivatives containing an indole core framework have been extensively studied and developed to prevent and/or treat viral infection. This study evaluated the anti-influenza activity of several indole derivatives, including 3-indoleacetonitrile, indole-3-carboxaldehyde, 3-carboxyindole, and gramine, in A549 and MDCK cells. Among these compounds, 3-indoleacetonitrile exerts profound antiviral activity against a broad spectrum of influenza A viruses, as tested in A549 cells. Importantly, in a mouse model, 3-indoleacetonitrile with a non-toxic concentration of 20 mg/kg effectively reduced the mortality and weight loss, diminished lung virus titers, and alleviated lung lesions of mice lethally challenged with A/duck/Hubei/WH18/2015 H5N6 and A/Puerto Rico/8/1934 H1N1 influenza A viruses. The antiviral properties enable the potential use of 3-indoleacetonitrile for the treatment of IAV infection.

Zhao, Liang team published research on Advanced Healthcare Materials in 2022 | 35737-15-6

Reference of 35737-15-6, Nalpha-FMOC-L-Tryptophan,also known as Fmoc-Trp-OH， is a useful research compound. Its molecular formula is C26H22N2O4 and its molecular weight is 426.5 g/mol. The purity is usually 95%.
Nα-Fmoc-L-Tryptophan is an N-Fmoc protected form of L-Tryptophan (T947210). L-Tryptophan is an essential amino acid that is important for cell proliferation and the biosynthesis of proteins. It is a precursor to Serotonin (HCl: S274980), a neurotransmitter that compound that aids in sleep and mental state. L-Tryptophan is also thought to cause eosinophilia-myalgia syndrome.
Fmoc-Trp-OH is an amino acid derivative
Fmoc-L-Trp-OH is an amide that contains a low bioavailability and inhibits the transfer of amino acids to ribosomes. It has been shown to inhibit the growth of cancer cells in cell culture and to have antimicrobial activity. Fmoc-L-Trp-OH is synthesized by reacting Naphthalene with glycine, followed by hydrolysis of the ester group under trifluoroacetic acid. The product is then conjugated with a polypeptide. This method of synthesis was developed as a way to produce peptides that are difficult to synthesize using solid-phase chemistry., 35737-15-6.

Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter. 35737-15-6, formula is C26H22N2O4, Name is Fmoc-Trp-OH. It is used in perfumery and in making tryptophan, an essential amino acid, and indoleacetic acid (heteroauxin), a hormone that promotes the development of roots in plant cuttings. Reference of 35737-15-6.

Zhao, Liang;Chen, Junyi;Tian, Long;Zhang, Yahan;Chen, Longming;Du, Xinbei;Ma, Mengke;Li, Jian;Meng, Qingbin;Li, Chunju research published 《 Supramolecular Detoxification of Macromolecular Biotoxin through the Complexation by a Large-Sized Macrocycle》, the research content is summarized as follows. Biotoxins are diverse, complex, and hypertoxic, ultimately serving as grave and lasting menaces to humanity. Here, it is aimed to introduce a new detoxification methodol. for macromol. biotoxin through complexation by a very large macrocycle. A 25-mer peptide isolated from Lycosa erythrognatha spider venom (LyeTxI) is selected as the model macromol. biotoxin. Quaterphen[4]arene, with a side length of ≈1.6 nm, has a sufficient cavity to bind LyeTxI. Hence, the water-soluble derivative of Quaterphen[4]arene (H) is designed and synthesized. H exhibits an overall host-guest complexation toward LyeTxI, resulting in a considerably high association constant of (7.01 ± 0.18) x 10⁷ M^-1. This encapsulation of peptide is interesting as traditional macrocycles can only engulf the amino acid residues of peptides due to their limited cavity size. In vitro assay verifies that complexation by H inhibits the interactions of LyeTxI with cell membranes, thereby reducing its cytotoxicity, suppressing hemolysis, and decreasing the release of lactate dehydrogenase. Notably, the i.v. administration of H has a significant therapeutic effect on LyeTxI-poisoned mice, alleviating inflammation and tissue damage, and markedly improving the survival rate from 10% to 80%. An efficient and potentially versatile approach is provided to detoxify macromol. biotoxins, with giant macrocycle serving as an antidote.

Zhang, Xinyu team published research on Organic Chemistry Frontiers in 2021 | 19005-93-7

Recommanded Product: 1H-Indole-2-carbaldehyde, 1H-Indole-2-carbaldehyde is a useful research compound. Its molecular formula is C9H7NO and its molecular weight is 145.16 g/mol. The purity is usually 95%.
1H-Indole-2-carbaldehyde is a useful research chemical used as a reactant in the synthesis of substituted 2-amino-4H-chromenes and benzochromenes using K2CO3 as catalyst.
1H-Indole-2-carbaldehyde is a solvent that has been used in the protein data and molecular modeling study. The 1H NMR spectrum of this compound showed an intense signal at δ 4.8 ppm, corresponding to the hydroxyl proton. This solvent also has fluorescence properties, as shown by its photophysical and structural analysis. The 1H-indole-2-carbaldehyde molecule has an active methylene group and an oxindole ring with amine substituents., 19005-93-7.

Previous studies have identified that indole-oxidases are present in P. putida, whose major ligands are heterocyclic substrates and have an interesting affinity when the substrate is indole. 19005-93-7, formula is C9H7NO, Name is 1H-Indole-2-carbaldehyde. These enzymes oxidize the ring so the substrate turns into Indigo. Recommanded Product: 1H-Indole-2-carbaldehyde.

Zhang, Xinyu;Wang, Dan;Shen, Hao;Wang, Shuxian;Zhou, Yunbing;Lei, Yunxiang;Gao, Wenxia;Liu, Miaochang;Huang, Xiaobo;Wu, Huayue research published 《 3,6-Diamino-7,8-dihydroisoquinoline-4-carbonitrile derivatives: unexpected facile synthesis, full-color-tunable solid-state emissions and mechanofluorochromic activities》, the research content is summarized as follows. A series of novel 3,6-diamino-7,8-dihydroisoquinoline-4-carbonitrile (DDIC) derivatives I [R = Bn, R¹ = Me; R² = Ph, 4-FC₆H₄, 2-thienyl, etc.; RR¹ = (CH₂)₄, (CH₂)₅, (CH₂)₂CH(CH₃)(CH₂)₂, etc.] were prepared from dicyanomethylene-4H-pyran derivatives and secondary amines by a mechanism of ring-opening and sequential ring-closing reactions. This reaction had the advantages of readily available materials, simple operations, mild reaction conditions, a broad substrate scope and good yields. The DDIC derivatives displayed solid-state fluorescence with the emission wavelengths covering the whole visible light range and the solid-state emissions were demonstrated to be ascribed to the twisted mol. conformations and loose stacking modes by crystal structural anal. Among the compounds, 9aa exhibited a bathochromic mechanofluorochromic (MFC) phenomenon from blue to cyan due to increased mol. conjugation upon grinding, whereas 3aj and 3ka exhibited hypsochromic MFC activities with the color changing from orange to green and red to orange, resp., because of decreased mol. conjugation, revealing that full-color-tunable emissions could also be realized by mechanofluorochromism. Furthermore, MFC-active mols. could be used in the field of encryption of important image or text information. Addnl., 3ka was demonstrated to emit single-mol. white fluorescence in organic solvents through the regulation of the concentration The unexpected discovery of the DDIC derivatives provided a new possibility for the design and synthesis of novel isoquinoline-based fluorescent materials with excellent performance in the solid state.

Zhang, Wenxuan team published research on Journal of Organic Chemistry in | 771-51-7

Electric Literature of 771-51-7, 3-Indoleacetonitrile is a plant growth activator, which promotes callus growth and shoot formation in tobacco callus.
3-Indoleacetonitrile (Indolylacetonitrile) is a light-induced auxin-inhibitory substance that is isolated from light-grown cabbage (Brassica olearea L.) shoots. It inhibits the biofilm formation of both E. coli O157:H7 and P. aeruginosa without affecting its growth.
3-Indoleacetonitrile, also known as 3-(cyanomethyl)indole or IAN, belongs to the class of organic compounds known as 3-alkylindoles. 3-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. 3-Indoleacetonitrile exists as a solid and is considered to be practically insoluble (in water) and relatively neutral. Within the cell, 3-indoleacetonitrile is primarily located in the mitochondria. 3-Indoleacetonitrile participates in a number of enzymatic reactions. In particular, 3-indoleacetonitrile can be biosynthesized from acetonitrile. 3-Indoleacetonitrile is also a parent compound for other transformation products, including but not limited to, cys(ian)-gly, gammaglucys(ian), and L-cys(ian). Outside of the human body, 3-indoleacetonitrile can be found in a number of food items such as cloudberry, japanese persimmon, horned melon, and evergreen huckleberry. This makes 3-indoleacetonitrile a potential biomarker for the consumption of these food products.
Indole-3-acetonitrile is a nitrile that is acetonitrile where one of the methyl hydrogens is substituted by a 1H-indol-3-yl group. It has a role as an auxin, a plant hormone, a plant metabolite and a human xenobiotic metabolite. It is a nitrile and a member of indoles. It derives from an acetonitrile., 771-51-7.

Indole, first isolated in 1866, has the molecular formula C8H7N, and it is commonly synthesized from phenylhydrazine and pyruvic acid, 771-51-7, formula is C10H8N2, Name is 2-(1H-Indol-3-yl)acetonitrile. although several other procedures have been discovered.Indole is a colourless solid having a pleasant fragrance in highly dilute solutions. It melts at 52.5° C (126.5° F). Electric Literature of 771-51-7.

Zhang, Wenxuan;Song, Ran;Yang, Daoshan;Lv, Jian research published 《 Construction of Axially Chiral Styrenes Linking an Indole Moiety by Chiral Phosphoric Acid》, the research content is summarized as follows. Herein, the authors report a chiral phosphoric acid-catalyzed intermol. C2 Friedel-Crafts alkylation reaction between ortho-alkynylnaphthols I (R = H, 6-Me, 7-Br, etc., R¹ = t-Bu, Ph) and various 3-substituted indoles II (R² = H, 4-MeC₆H₄, CH₂CN, etc., R³ = H, 5-Br, 6-Me, etc., R⁴ = H, Me, R⁵ = H, Me, Ph), affording axially chiral alkenes III and IV with up to 93% yield (E/Z >; 20:1) and up to 98% ee under mild reaction condition. Other substituted derivatives could also be tolerated in this system, giving the corresponding axially chiral alkenes with high yields and in excellent enantioselectivity.

Zhang, Tianze team published research on Chemical Science in 2021 | 771-51-7

Recommanded Product: 2-(1H-Indol-3-yl)acetonitrile, 3-Indoleacetonitrile is a plant growth activator, which promotes callus growth and shoot formation in tobacco callus.
3-Indoleacetonitrile (Indolylacetonitrile) is a light-induced auxin-inhibitory substance that is isolated from light-grown cabbage (Brassica olearea L.) shoots. It inhibits the biofilm formation of both E. coli O157:H7 and P. aeruginosa without affecting its growth.
3-Indoleacetonitrile, also known as 3-(cyanomethyl)indole or IAN, belongs to the class of organic compounds known as 3-alkylindoles. 3-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. 3-Indoleacetonitrile exists as a solid and is considered to be practically insoluble (in water) and relatively neutral. Within the cell, 3-indoleacetonitrile is primarily located in the mitochondria. 3-Indoleacetonitrile participates in a number of enzymatic reactions. In particular, 3-indoleacetonitrile can be biosynthesized from acetonitrile. 3-Indoleacetonitrile is also a parent compound for other transformation products, including but not limited to, cys(ian)-gly, gammaglucys(ian), and L-cys(ian). Outside of the human body, 3-indoleacetonitrile can be found in a number of food items such as cloudberry, japanese persimmon, horned melon, and evergreen huckleberry. This makes 3-indoleacetonitrile a potential biomarker for the consumption of these food products.
Indole-3-acetonitrile is a nitrile that is acetonitrile where one of the methyl hydrogens is substituted by a 1H-indol-3-yl group. It has a role as an auxin, a plant hormone, a plant metabolite and a human xenobiotic metabolite. It is a nitrile and a member of indoles. It derives from an acetonitrile., 771-51-7.

Zhang, Tianze;Yu, Min;Huang, Hanmin research published 《 Fe-catalyzed Fukuyama-type indole synthesis triggered by hydrogen atom transfer》, the research content is summarized as follows. An efficient Fe-catalyzed intramol. isonitrile-olefin coupling reaction delivering 3-substituted indoles, in which isonitrile was firstly applied as the hydrogen atom acceptor in the radical generation step by MHAT were reported. The protocol features low catalyst loading, mild reaction conditions and excellent functional group tolerance.

Zhang, Jitan team published research on Organic Chemistry Frontiers in 2021 | 19005-93-7

Reference of 19005-93-7, 1H-Indole-2-carbaldehyde is a useful research compound. Its molecular formula is C9H7NO and its molecular weight is 145.16 g/mol. The purity is usually 95%.
1H-Indole-2-carbaldehyde is a useful research chemical used as a reactant in the synthesis of substituted 2-amino-4H-chromenes and benzochromenes using K2CO3 as catalyst.
1H-Indole-2-carbaldehyde is a solvent that has been used in the protein data and molecular modeling study. The 1H NMR spectrum of this compound showed an intense signal at δ 4.8 ppm, corresponding to the hydroxyl proton. This solvent also has fluorescence properties, as shown by its photophysical and structural analysis. The 1H-indole-2-carbaldehyde molecule has an active methylene group and an oxindole ring with amine substituents., 19005-93-7.

In addition to indoleacetic acid, indigo, and tryptophan, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. 19005-93-7, formula is C9H7NO, Name is 1H-Indole-2-carbaldehyde. The best-known group of these compounds is the indole alkaloids, members of which have been isolated from plants representing more than 30 families. Reference of 19005-93-7.

Zhang, Jitan;Xu, Qiaoqiao;Fan, Jian;Zhou, Lan;Liu, Nannan;Zhu, Li;Wu, Jiaping;Xie, Meihua research published 《 Pd(II)-Catalyzed enantioconvergent twofold C-H annulation to access atropisomeric aldehydes: a platform for diversity-oriented-synthesis》, the research content is summarized as follows. Herein, the first Pd(II)-catalyzed atroposelective dual C-H annulative strategy for the assembly of axially chiral aldehyde frameworks such as I [R = Me, Et, i-Pr] using com. available amino acid as the transient auxiliary and chiral pool was presented. This reaction accommodated a broad substrate scope to give atropisomeric aldehydes bearing both C-C and N-C chiral axes in good yields (up to 95%) with excellent enantioinduction (up to 99%). The utility of this synthetic methodol. was testified by various practical late-stage transformations, thereby accomplishing diversity-oriented synthesis of structurally diverse biaryl atropisomers and several functionalized axially chiral species such as bifunctional organocatalysts. Moreover, a series of mechanistic studies had provided more details for this catalytic transformation.

Zhang, Jian team published research on Organic Letters in 2020 | 19005-93-7

HPLC of Formula: 19005-93-7, 1H-Indole-2-carbaldehyde is a useful research compound. Its molecular formula is C9H7NO and its molecular weight is 145.16 g/mol. The purity is usually 95%.
1H-Indole-2-carbaldehyde is a useful research chemical used as a reactant in the synthesis of substituted 2-amino-4H-chromenes and benzochromenes using K2CO3 as catalyst.
1H-Indole-2-carbaldehyde is a solvent that has been used in the protein data and molecular modeling study. The 1H NMR spectrum of this compound showed an intense signal at δ 4.8 ppm, corresponding to the hydroxyl proton. This solvent also has fluorescence properties, as shown by its photophysical and structural analysis. The 1H-indole-2-carbaldehyde molecule has an active methylene group and an oxindole ring with amine substituents., 19005-93-7.

Zhang, Jian;Ni, Tao;Yang, Wu-Lin;Deng, Wei-Ping research published 《 Catalytic Asymmetric [3 + 2] Annulation via Indolyl Copper-Allenylidene Intermediates: Diastereo- and Enantioselective Assembly of Pyrrolo[1,2-a]indoles》, the research content is summarized as follows. A catalytic asym. decarboxylative [3 + 2] annulation via indolyl copper-allenylidene amphiphilic intermediates has been developed. This protocol offers a straightforward method for the synthesis of biol. important pyrrolo[1,2-a]indoles bearing contiguous quaternary and tertiary stereogenic centers with excellent diastereo- and enantioselectivities (up to >20:1 dr and >99% ee). In addition, the diversity-oriented synthesis of pyrrolo[1,2-a]indoles was achieved via versatile transformations of the alkyne-containing cycloadducts.

Zhang, Jian team published research on ACS Catalysis in 2021 | 19005-93-7

Formula: C9H7NO, 1H-Indole-2-carbaldehyde is a useful research compound. Its molecular formula is C9H7NO and its molecular weight is 145.16 g/mol. The purity is usually 95%.
1H-Indole-2-carbaldehyde is a useful research chemical used as a reactant in the synthesis of substituted 2-amino-4H-chromenes and benzochromenes using K2CO3 as catalyst.
1H-Indole-2-carbaldehyde is a solvent that has been used in the protein data and molecular modeling study. The 1H NMR spectrum of this compound showed an intense signal at δ 4.8 ppm, corresponding to the hydroxyl proton. This solvent also has fluorescence properties, as shown by its photophysical and structural analysis. The 1H-indole-2-carbaldehyde molecule has an active methylene group and an oxindole ring with amine substituents., 19005-93-7.

Indole, first isolated in 1866, has the molecular formula C8H7N, and it is commonly synthesized from phenylhydrazine and pyruvic acid, 19005-93-7, formula is C9H7NO, Name is 1H-Indole-2-carbaldehyde. although several other procedures have been discovered.Indole is a colourless solid having a pleasant fragrance in highly dilute solutions. It melts at 52.5° C (126.5° F). Formula: C9H7NO.

Zhang, Jian;Gao, Yan-Shan;Gu, Bu-Ming;Yang, Wu-Lin;Tian, Bo-Xue;Deng, Wei-Ping research published 《 Cooperative N-heterocyclic Carbene and Iridium Catalysis Enables Stereoselective and Regiodivergent [3 + 2] and [3 + 3] Annulation Reactions》, the research content is summarized as follows. A cooperative N-heterocyclic carbene (NHC)/iridium catalysis has been developed to achieve highly stereoselective and regiodivergent [3 + 2] and [3 + 3] annulation reactions of 2-indolyl allyl carbonates I (R = H, Me; R¹ = H, OMe, Me, F, Cl; R¹ = H, OMe, Cl) with enals R³CH=CHCHO (R¹ = Ph, hexyl, 4-chlorophenyl, furan-2-yl, etc.). The use of the NHC catalyst has introduced switchable homoenolate and enolate intermediates from the common enal precursor via a simple adjustment of reaction conditions in a predictable manner. This protocol furnishes two types of biol. important products, pyrrolo[1,2-a]indoles II and pyridine[1,2-a]indoles III, with high diastereo- and enantioselectivities (up to >20:1 dr and >99% ee). Notably, all four stereoisomers of these products with two vicinal stereocenters could be afforded through permutations of the enantiomers of the two chiral catalysts. Mechanistic investigations and further computational d. functional theory calculations give an explanation of the origin of the regioselectivity. In addition, the NHC-enolate intermediate generated from formylcyclopropanes IV (R⁴ = Ph, tert-Bu, naphthalen-2-yl, etc.) was also compatible in this cooperative catalytic system and thus the arsenal of optically pure pyrrolo[1,2-a]indole products V was enriched.