Month: February 2023

New indodicarbocyanine dyes for the biological microchip technology was written by Kuznetsova, V. E.;Vasiliskov, V. A.;Antonova, O. V.;Mikhailovich, V. M.;Zasedatelev, A. S.;Chudinov, A. V.. And the article was included in Russian Journal of Bioorganic Chemistry in 2008.Electric Literature of C13H17NO3S This article mentions the following:

New indodicarbocyanine dyes with the carboxybutyl group in position-3 of the indolenine fragment bearing Me and sulfonic groups in positions 5 and 7 of the cycle were synthesized in order to find the most effective fluorescent labels for the biol. microchip technol. The position of absorption and fluorescence maxima, the total charge of the dye mol., and water solubility depend on the location and the total amount of Me and sulfonic groups. The spectral characteristics of the dyes synthesized were determined The relative fluorescence efficiencies of the dyes at equal concentrations were measured at excitation wavelengths of 635 and 655 nm and emission wavelengths of 670 and 690 nm, resp. In the experiment, the researchers used many compounds, for example, 1-Ethyl-2,3,3-trimethyl-3H-indol-1-ium-5-sulfonate (cas: 146368-07-2Electric Literature of C13H17NO3S).

1-Ethyl-2,3,3-trimethyl-3H-indol-1-ium-5-sulfonate (cas: 146368-07-2) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Electric Literature of C13H17NO3S

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

Copper-Mediated Decarboxylative Coupling of 3-Indoleacetic Acids with Pyrazolones was written by Wen, Kangmei;Wu, Yinrong;Chen, Jiewen;Shi, Jie;Zheng, Mulin;Yao, Xingang;Tang, Xiaodong. And the article was included in ACS Omega in 2022.Electric Literature of C10H8ClNO2 This article mentions the following:

A copper-mediated decarboxylative coupling reaction of 3-indoleacetic acids with pyrazolones was described. This protocol realized new functionalization of pyrazolones under simple reaction conditions and exhibited high functional group compatibility and broad substrate scope. Notably, the products displayed antiproliferative activity against cancer cells. In the experiment, the researchers used many compounds, for example, 2-(5-Chloro-1H-indol-3-yl)acetic acid (cas: 1912-45-4Electric Literature of C10H8ClNO2).

2-(5-Chloro-1H-indol-3-yl)acetic acid (cas: 1912-45-4) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Electric Literature of C10H8ClNO2

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

Tertiary Amine-Catalyzed Difluoromethylthiolation of Morita-Baylis-Hillman Carbonates of Isatins with Zard’s Trifluoromethylthiolation Reagent was written by Fan, Xing;Yang, Haibin;Shi, Min. And the article was included in Advanced Synthesis & Catalysis in 2017.Recommanded Product: 5-Isopropylindoline-2,3-dione This article mentions the following:

The authors report that a novel tertiary amine-catalyzed [3+2] annulation between Morita-Baylis-Hillman (MBH) carbonates derived from isatins with thiocarbonyl fluoride (F₂C=S) in situ generated from Zard’s reagent proceeds smoothly under mild conditions, affording difluoromethylthiolated spirocyclic oxindoles in good to excellent yields. Moreover, the asym. variant could be realized with a modified Cinchona alkaloid, giving the desired cyclic adducts, e.g., I (X-rays single crystal structure shown), in good to excellent yields with good enantioselectivities. In the experiment, the researchers used many compounds, for example, 5-Isopropylindoline-2,3-dione (cas: 150560-58-0Recommanded Product: 5-Isopropylindoline-2,3-dione).

5-Isopropylindoline-2,3-dione (cas: 150560-58-0) belongs to indole derivatives. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Recommanded Product: 5-Isopropylindoline-2,3-dione

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

Enantioselective Copper-Catalyzed Construction of Aryl Pyrroloindolines via an Arylation-Cyclization Cascade was written by Zhu, Shaolin;MacMillan, David W. C.. And the article was included in Journal of the American Chemical Society in 2012.Category: indole-building-block This article mentions the following:

An enantioselective arylation-cyclization cascade has been accomplished using a combination of diaryliodonium salts and asym. copper catalysis. These mild catalytic conditions provide a new strategy for the enantioselective construction of pyrroloindolines, an important alkaloid structural motif that is commonly found among biol. active natural products. In the experiment, the researchers used many compounds, for example, 4-Bromoindole-3-acetic Acid (cas: 89245-41-0Category: indole-building-block).

4-Bromoindole-3-acetic Acid (cas: 89245-41-0) belongs to indole derivatives. Indole, first isolated in 1866, and it is commonly synthesized from phenylhydrazine and pyruvic acid, although several other procedures have been discovered. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Category: indole-building-block

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

Specific stabilization of DNA triple helices by indolo[2,1-b]quinazolin-6,12-dione derivatives was written by Chen, Grace Shiahuy;Bhagwat, Bhalchandra V.;Liao, Pei-Yin;Chen, Hui-Ting;Lin, Shwu-Bin;Chern, Ji-Wang. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2007.SDS of cas: 774-47-0 This article mentions the following:

Aminopropylamino indolo[2,1-b]quinazolinediones I•HX (R = H, Me; R¹ = H, F; X = F₃CCO₂, Cl) are prepared; the stabilization of a DNA triplex relative to its duplex by the aminopropylaminoindoloquinazolinediones is determined by UV and CD spectra and the changes in melting temperature The presence of either a fluorine substituent on the indoloquinazolinedione ring or of a Me group on the amino nitrogen attached to the indoloquinazolinedione ring improves the ability of the aminopropyl indoloquinazolinediones to stabilize DNA triplexes. The min. energy conformations of I (R = H, Me; R¹ = F) are determined by DFT calculations; the orientation of the aminopropylamino side chain of I (R = Me; R¹ = F) underlies its ability to stabilize a DNA triplex. In the experiment, the researchers used many compounds, for example, 5,6-Difluoroindoline-2,3-dione (cas: 774-47-0SDS of cas: 774-47-0).

5,6-Difluoroindoline-2,3-dione (cas: 774-47-0) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.SDS of cas: 774-47-0

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

Catalytic, Enantioselective, Intramolecular Sulfenoamination of Alkenes with Anilines was written by Denmark, Scott E.;Chi, Hyung Min. And the article was included in Journal of Organic Chemistry in 2017.Electric Literature of C14H9NO2S This article mentions the following:

A method for the catalytic, enantioselective, intramol. sulfenoamination of alkenes with aniline nucleophiles has been developed. The method employs a chiral, Lewis basic selenophosphoramide catalyst and a Bronsted acid co-catalyst to promote stereocontrolled C-N and C-S bond formation by activation of an achiral sulfenylating agent. Benzoannulated nitrogen-containing heterocycles such as indolines, tetrahydroquinolines, e.g., I, and tetrahydrobenzazepines were prepared with high to excellent enantioselectivities. The impact of tether length and electron d. of both the nucleophile and olefin on the reactivity, site selectivity, and enantioselectivity were investigated and interpreted in terms of substrate-dependent stereodetermining thiiranium ion formation or capture. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4Electric Literature of C14H9NO2S).

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Electric Literature of C14H9NO2S

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

Bioorthogonally Applicable Fluorogenic Cyanine-Tetrazines for No-Wash Super-Resolution Imaging was written by Knorr, Gergely;Kozma, Eszter;Schaart, Judith M.;Nemeth, Krisztina;Torok, Gyorgy;Kele, Peter. And the article was included in Bioconjugate Chemistry in 2018.Category: indole-building-block This article mentions the following:

The synthesis, fluorogenic characterization, and labeling application of four tetrazine-quenched cyanine probes with emission maxima in the red-far red range is reported. Fluorescence of the cyanine-cores is quenched via through-bond-energy-transfer (TBET) exerted by a bioorthogonal tetrazine unit. Upon bioorthogonal labeling reaction with cyclooctyne tagged proteins, the quenching effect ceases, and thus the fluorescence reinstates, resulting in an increase in fluorescence intensity. As a rare example among indocyanines, one of the new probes was found suitable in STED-based super-resolution imaging. The applicability of this fluorogenic Tet-Cy3 probe was therefore further demonstrated in the bioorthogonal labeling of cytoskeletal protein, actin, with subsequent super-resolution microscopy (STED) imaging even under no-wash conditions. In the experiment, the researchers used many compounds, for example, 1-Ethyl-2,3,3-trimethyl-3H-indol-1-ium-5-sulfonate (cas: 146368-07-2Category: indole-building-block).

1-Ethyl-2,3,3-trimethyl-3H-indol-1-ium-5-sulfonate (cas: 146368-07-2) belongs to indole derivatives. 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. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Category: indole-building-block

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

Unmasking Amides: Ruthenium-Catalyzed Protodecarbonylation of N-Substituted Phthalimide Derivatives was written by Yuan, Yu-Chao;Kamaraj, Raghu;Bruneau, Christian;Labasque, Thierry;Roisnel, Thierry;Gramage-Doria, Rafael. And the article was included in Organic Letters in 2017.Name: 2-Phenylisoindolin-1-one This article mentions the following:

The unprecedented transformation of a wide range of synthetically appealing phthalimides into amides in a single-step operation has been achieved in high yields and short reaction times using a ruthenium catalyst. Mechanistic studies revealed a unique, homogeneous pathway involving five-membered ring opening and CO₂ release with water being the source of protons. In the experiment, the researchers used many compounds, for example, 2-Phenylisoindolin-1-one (cas: 5388-42-1Name: 2-Phenylisoindolin-1-one).

2-Phenylisoindolin-1-one (cas: 5388-42-1) belongs to indole derivatives. 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.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Name: 2-Phenylisoindolin-1-one

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

Auxins II: the effect of chlorinated indolylacetic acids on pea stems was written by Katekar, Gerard F.;Geissler, Art E.. And the article was included in Phytochemistry (Elsevier) in 1982.Electric Literature of C10H8ClNO2 This article mentions the following:

Assessment of a series of chlorinated IAA derivatives for auxin activity on pea stem sections gave results suggesting that the activities shown are reasonably consistent with a receptor site theory of structure-activity previously proposed by G. F. Katekar (1979). In the experiment, the researchers used many compounds, for example, 2-(5-Chloro-1H-indol-3-yl)acetic acid (cas: 1912-45-4Electric Literature of C10H8ClNO2).

2-(5-Chloro-1H-indol-3-yl)acetic acid (cas: 1912-45-4) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Electric Literature of C10H8ClNO2

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

Boron-Catalyzed Arylthiooxygenation of N-Allylamides: Synthesis of (Arylsulfanyl)oxazolines was written by Yu, Jipan;Tian, Hua;Gao, Chang;Yang, Haijun;Jiang, Yuyang;Fu, Hua. And the article was included in Synlett in 2015.COA of Formula: C14H9NO2S This article mentions the following:

Oxazoles and aryl sulfides are chem. entities that are found in many natural products and biol. and pharmaceutically active mols. It is therefore highly desirable to develop an efficient and practical approach to the synthesis of arylthio-substituted oxazolines. The authors developed a simple and efficient method for boron-catalyzed sequential arylsulfanylation and oxygenation of N-allylamides. The protocol uses readily available 1-(arylthio)pyrrolidine-2,5-diones as the arylsulfanylation reagents and inexpensive boron trifluoride etherate as the catalyst; no ligands or additives are required, and it is not necessary to purge the reaction vessel of air. The method therefore provides an efficient and practical strategy for the synthesis of arylthio-substituted heterocycles. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4COA of Formula: C14H9NO2S).

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) belongs to indole derivatives. 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.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.COA of Formula: C14H9NO2S

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