4771-48-6 | - Page 3 of 5 - Indole Building Blocks

Tao, Yuan’s team published research in Asian Journal of Organic Chemistry in 2014 | 4771-48-6

Asian Journal of Organic Chemistry published new progress about Alkynes, arynes Role: FMU (Formation, Unclassified), RCT (Reactant), FORM (Formation, Nonpreparative), RACT (Reactant or Reagent). 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Category: indole-building-block.

Tao, Yuan; Zhang, Fei; Tang, Chen-Yu; Wu, Xin-Yan; Sha, Feng published the artcile< Direct Assembly of Benzo[a]carbazole-5-carboxylates via a Diels-Alder Reaction with Arynes and 3-Alkenylindoles>, Category: indole-building-block, the main research area is benzocarbazolecarboxylate regioselective preparation; alkenylindole aryne Diels Alder reaction.

A concise and direct synthetic strategy for the construction of benzo[a]carbazole-5-carboxylates, e.g., I, was disclosed via Diels-Alder reaction of in-situ generated arynes and 3-alkenylindoles. The reaction was highly selective and afforded the benzo[a]carbazole-5-carboxylates in good-to-excellent yields.

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

Xu, Chang-Jiang’s team published research in Synthesis in 2020-09-30 | 4771-48-6

Synthesis published new progress about Aza-Michael reaction. 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Category: indole-building-block.

Xu, Chang-Jiang; Du, Wei; Albrecht, Lukasz; Chen, Ying-Chun published the artcile< Lewis Basic Amine Catalyzed Aza-Michael Reaction of Indole- and Pyrrole-3-carbaldehydes>, Category: indole-building-block, the main research area is alkylated indole pyrrole carbaldehyde preparation enantioselective regioselective; indole carbaldehyde enone amine organocatalyst aza Michael reaction.

3-Formyl substituted indoles or pyrroles can form HOMO-raised dearomative aza-dienamine-type intermediates with secondary amines, which can undergo direct aza-Michael addition to β-trifluoromethyl enones to afford N-alkylated products efficiently, albeit with low to fair enantioselectivity. In addition, similar asym. aza-Michael additions of these heteroarenes and crotonaldehyde are realized under dual catalysis of chiral amines, and the adducts are obtained with moderate to good enantioselectivity.

Synthesis published new progress about Aza-Michael reaction. 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Category: indole-building-block.

Bisag, Giorgiana Denisa’s team published research in Chemistry – A European Journal in 2019 | 4771-48-6

Chemistry – A European Journal published new progress about Aromatic imines Role: RCT (Reactant), RACT (Reactant or Reagent). 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Name: 4-Methyl-1H-indole-3-carbaldehyde.

Bisag, Giorgiana Denisa; Pecorari, Daniel; Mazzanti, Andrea; Bernardi, Luca; Fochi, Mariafrancesca; Bencivenni, Giorgio; Bertuzzi, Giulio; Corti, Vasco published the artcile< Central-to-Axial Chirality Conversion Approach Designed on Organocatalytic Enantioselective Povarov Cycloadditions: First Access to Configurationally Stable Indole-Quinoline Atropisomers>, Name: 4-Methyl-1H-indole-3-carbaldehyde, the main research area is chiral indole quinoline preparation; alkenylindole arylimine enantioselective Povarov cycloaddition axial chirality organocatalyst; Povarov cycloaddition; atropisomerism; chirality; indoles; quinolines.

The first stereoselective synthesis of enantioenriched axially chiral indole-quinoline systems is presented. The strategy takes advantage of an organocatalytic enantioselective Povarov cycloaddition of 3-alkenylindoles and N-arylimines, followed by an oxidative central-to-axial chirality conversion process, allowing for access to previously unreported axially chiral indole-quinoline biaryls. The methodol. is also implemented for the design and the preparation of challenging compounds exhibiting two stereogenic axes. DFT calculations shed light on the stereoselectivity of the central-to-axial chirality conversion, showing unconventional behavior.

EL-Gammal, Ohyla A’s team published research in Journal of Molecular Structure in 2019-11-05 | 4771-48-6

Journal of Molecular Structure published new progress about Antibacterial agents. 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, HPLC of Formula: 4771-48-6.

EL-Gammal, Ohyla A.; Alshater, Heba; El-Boraey, Hanaa A. published the artcile< Schiff base metal complexes of 4-methyl-1H-indol-3-carbaldehyde derivative as a series of potential antioxidants and antimicrobial: Synthesis, spectroscopic characterization and 3D molecular modeling>, HPLC of Formula: 4771-48-6, the main research area is transition metal indolylmethylenenicotinohydrazide complex preparation antioxidant antibacterial antifungal DFT.

Novel mononuclear Fe(III), Cu(II), Cd(II), Sn(IV) and binuclear Ni(II) and Hg(II) complexes with the Schiff base ligand: (E)-N’-((4-methyl-1H-indol-3-yl)methylene) nicotinohydrazide were synthesized. The elucidation of the structure of the prepared compounds were performed by elemental analyses, magnetic measurements, TG, 3-dimensional mol. modeling, molar conductance techniques and by various spectroscopic (IR, 1H NMR, UV-Visible, EPR) tools. Antioxidant activity in vitro by DPPH scanning of the ligand and its metal complexes was studied. All test compounds are excellent antioxidants and better than the standard (Ascorbic acid).[Sn(HL)Cl2(OH)2]·2H2O complex (5) showed the highest antioxidant activity. Also, the ligand and its metal complexes were screened against the sensitive organisms Staphylococcus aureus as Gram-pos. bacteria, Escherichia coli as Gram-neg. bacteria and two strains of fungi (Aspergillus flavus and Candida albicans). All metal complexes have higher antimicrobial activity than the metal free ligand and the binuclear [Hg2(HL)Cl4]·EtOH complex (6) possessed excellent antibacterial activity better than the standard drug Ampicillin (antibacterial agent) and showed excellent antifungal activity against Aspergillus flavus, better than Amphotericin B (antifungal agent).

Journal of Molecular Structure published new progress about Antibacterial agents. 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, HPLC of Formula: 4771-48-6.

Zi, Weiwei’s team published research in Journal of the American Chemical Society in 2015-03-11 | 4771-48-6

Journal of the American Chemical Society published new progress about Acetals Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (indolyl, propargyl). 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Category: indole-building-block.

Zi, Weiwei; Wu, Hongmiao; Toste, F. Dean published the artcile< Gold(I)-Catalyzed Dearomative Rautenstrauch Rearrangement: Enantioselective Access to Cyclopenta[b]indoles>, Category: indole-building-block, the main research area is cyclopentaindole cyclopentapyrrole enantioselective diastereoselective preparation; stereoselective Rautenstrauch rearrangement indolylpropynyl pyrrolylpropynyl acetal Segphos digold complex; dearom diastereoselective enantioselective Rautenstrauch rearrangement indolylpropynyl pyrrolylpropynyl acetal; methylcyclopentaindolecarboxylate mol crystal structure.

In the presence of a DTBM-Segphos digold complex and AgSbF6, indolylpropynyl acetals I (R = H, 5-F, 5-Br, 5-Me, 5-MeO, 4-Me, 6-MeO, 6-Cl, 7-Me; R1 = Me, Et, Bu; R3 = MeO2C, EtO2C, H2C:CHCH2O2C, EtCO, PhCO; Ts = 4-MeC6H4SO2) and a pyrrolylpropynyl acetal underwent enantioselective dearomative Rautenstrauch rearrangements to yield (after hydrolysis) nonracemic cyclopenta[b]indoles II (R = H, 5-F, 5-Br, 5-Me, 5-MeO, 4-Me, 6-MeO, 6-Cl, 7-Me; R1 = Me, Et, Bu; R3 = MeO2C, EtO2C, H2C:CHCH2O2C, EtCO, PhCO) and a cyclopentapyrrolecarboxylate in 46-91% yields and in 71-98% ee. The structures of II (R = 4-Me; R1 = Me; R2 = MeO2C) and of a reduction product derived from II (R = H; R1 = Me; R2 = MeO2C) were determined by X-ray crystallog.

Sako, Kumiko’s team published research in Bioorganic & Medicinal Chemistry in 2008-04-01 | 4771-48-6

Bioorganic & Medicinal Chemistry published new progress about Antiviral agents. 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, COA of Formula: C10H9NO.

Sako, Kumiko; Aoyama, Hiroshi; Sato, Shinichi; Hashimoto, Yuichi; Baba, Masanori published the artcile< γ-Carboline derivatives with anti-bovine viral diarrhea virus (BVDV) activity>, COA of Formula: C10H9NO, the main research area is bovine viral diarrhea virus carboline derivative preparation SAR.

Based on anti-viral screening of our heteroaromatics derived from thalidomide, the γ-carboline skeleton has been identified as a superior scaffold structure for compounds with potent anti-bovine viral diarrhea virus (BVDV) activity. BVDV is thought to be a good model for human hepatitis C virus. Structural development studies led to a potent anti-viral agent, SK5M (5-methyl-γ-carboline), with the EC50 of 0.26 μM.

Bioorganic & Medicinal Chemistry published new progress about Antiviral agents. 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, COA of Formula: C10H9NO.

Allred, Tyler K’s team published research in Organic Letters in 2021-10-01 | 4771-48-6

Organic Letters published new progress about [4+2] Cycloaddition reaction. 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, COA of Formula: C10H9NO.

Allred, Tyler K.; Shaghafi, Michael B.; Chen, Pan-Pan; Tran, Quan; Houk, K. N.; Overman, Larry E. published the artcile< Constructing Saturated Guanidinium Heterocycles by Cycloaddition of N-Amidinyliminium Ions with Indoles>, COA of Formula: C10H9NO, the main research area is guanidinium heterocycle preparation indole amidinyliminium regioselective stereoselective cycloaddition.

We report that structurally complex guanidinium heterocycles can be prepared in one step by regio- and stereoselective [4 + 2]-cycloadditions of N-amidinyliminium ions with indoles or benzothiophene. In contrast to reactions of these heterodienes with alkenes, d. functional theory (DFT) calculations show that these cycloadditions take place in a concerted asynchronous fashion. The [4 + 2]-cycloaddition of N-amidinyliminium ions (1,3-diaza-1,3-dienes) with indoles and benzothiophene are distinctive, as related [4 + 2]-cycloadditions of N-acyliminium ions (1-oxa-3-aza-1,3-dienes) are apparently unknown.

Organic Letters published new progress about [4+2] Cycloaddition reaction. 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, COA of Formula: C10H9NO.

Gao, Xuebo’s team published research in Journal of Organic Chemistry in 2022-06-17 | 4771-48-6

Journal of Organic Chemistry published new progress about Carboxylic esters Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Reference of 4771-48-6.

Gao, Xuebo; Chang, Rong; Rao, Junxin; Hao, Danyang; Zhang, Zhuxia; Zhou, Cong-Ying; Guo, Zhen published the artcile< Halogen-Bonding-Promoted C-H Malonylation of Indoles under Visible-Light Irradiation>, Reference of 4771-48-6, the main research area is indole diethyl bromomalonate photochem malonylation green chem; diethyl indolyl propanedioate preparation.

A halogen-bonding-based electron donor-acceptor (EDA) complex-promoted photoreaction for the synthesis of C2-malonylated indoles was reported. The protocol provided access to a broad range of functionalized indoles in good yields through the coupling reaction of indoles with di-Et bromomalonate under visible-light irradiation without the need for any transition-metal catalyst or photocatalyst.

Wang, Qing-Dong’s team published research in Tetrahedron Letters in 2017-07-26 | 4771-48-6

Tetrahedron Letters published new progress about Chemoselectivity. 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Name: 4-Methyl-1H-indole-3-carbaldehyde.

Wang, Qing-Dong; Yang, Jin-Ming; Fang, Dong; Ren, Jiangmeng; Zeng, Bu-Bing published the artcile< Iodine-catalyzed C3-formylation of indoles using hexamethylenetetramine and air>, Name: 4-Methyl-1H-indole-3-carbaldehyde, the main research area is formylindole preparation chemoselective green chem; indole hexamethylenetetramine formylation reaction iodine catalyst.

An efficient iodine-catalyzed chemoselective 3-formylation of free (N-H) and N-substituted indoles I [R = H, 4-Me, 7-Br, etc.; R1 = H; R2 = Me, Bn, (CH2)4OH, etc.] was achieved by using hexamethylenetetramine (HMTA) in the presence of activated carbon under air atm. This new method could provide 3-formylindoles I (R1 = CHO) in moderate to excellent yields with fairly short reaction times. Moreover, this catalytic formylation of indoles procedure can be applied to gram-scale synthesis.

Tetrahedron Letters published new progress about Chemoselectivity. 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Name: 4-Methyl-1H-indole-3-carbaldehyde.

Xu, Hui’s team published research in Chemical Biology & Drug Design in 2011-11-30 | 4771-48-6

Chemical Biology & Drug Design published new progress about Agrochemical fungicides. 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Product Details of C10H9NO.

Xu, Hui; Yang, Wen-bin; Wang, Qin published the artcile< Antifungal agents. Part 3. Synthesis and antifungal activities of 3-acylindole analogs against phytopathogenic fungi in vitro>, Product Details of C10H9NO, the main research area is acylindole preparation agricultural fungicide; indole acyl preparation agricultural fungicide.

To find more potent antifungal compounds, twenty 3-acylindole analogs were synthesized and bio-evaluated for their antifungal activities against seven phytopathogenic fungi. Structure-activity relationships investigations revealed that 4- or 6-Me and 3-acetyl or propionyl groups were the important structural properties of 3-acylindoles for the activities. Especially 4-methyl-3-propionylindole, displayed the more potent activities than hymexazol, a com. available agricultural fungicide, and might be considered as a new promising lead candidate for further design and synthesis of agricultural fungicides.