Tag: 200-300

Yuan, Yumeng;Pan, Guoshuai;Zhang, Xiaofeng;Li, Buhong;Xiang, Shengchang;Huang, Qiufeng published 《Synthesis of seven-membered azepino[3,2,1-hi]indoles via rhodium-catalyzed regioselectively C-H activation/DBU-catalyzed intramolecualr amidation of 7-phenylindoles in one pot》. The research results were published in《Journal of Organic Chemistry》 in 2019.SDS of cas: 165669-07-8 The article conveys some information:

An unprecedented rhodium-catalyzed regioselectively C-H activation/DBU-catalyzed intramol. amidation cyclization of 7-arylindoles with diazomalonates is described that provides a straightforward route to seven-membered azepino[3,2,1-hi]indoles I (R¹ = H, 12-Me, 11-F, etc.; R² = 7-OMe, 7-tBu, 7-OH, etc.; R³ = CO₂Me, CO₂Et, CO₂iPr) in good to excellent yields in one pot. A wide range of functional groups, including F, OMe, NPh₂, SiMe₃, Cl, CN, CHO, COMe, CO₂Me, CF₃, NO₂ were all well tolerated.7-Bromo-4-methyl-1H-indole (cas: 165669-07-8) were involved in the experimental procedure.

SDS of cas: 165669-07-8In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. 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:
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

Dobbs, Adrian published 《Total Synthesis of Indoles from Tricholoma Species via Bartoli/Heteroaryl Radical Methodologies》 in 2001. The article was appeared in 《Journal of Organic Chemistry》. They have made some progress in their research.Application In Synthesis of 7-Bromo-4-methyl-1H-indole The article mentions the following:

The Bartoli reaction of o-bromonitrobenzene with simple vinyl Grignard reagents was performed yielding a range of complex 7-bromo-substituted indoles followed by radical reduction using Bu₃Sn/AIBN in toluene to give 7-unsubstituted indoles in near quant. yields. The total synthesis of three indole alkaloids I (R = H, OH, OMe) was then achieved via this Bartoli synthesis/heteroaryl radical reduction approach. To complete the study, the researchers used 7-Bromo-4-methyl-1H-indole (cas: 165669-07-8) .

Application In Synthesis of 7-Bromo-4-methyl-1H-indoleIn addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. 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:
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

Pan, Guoshuai;Lu, Leipeng;Zhuang, Weihui;Huang, Qiufeng published 《Synthesis of Indole-Fused Six-, Seven-, or Eight-Membered N,O-Heterocycles via Rhodium-Catalyzed NH-Indole-Directed C-H Acetoxylation/Hydrolysis/Annulation》 in 2021. The article was appeared in 《Journal of Organic Chemistry》. They have made some progress in their research.Application of 165669-07-8 The article mentions the following:

The facile synthesis of indole-fused six-, seven-, or eight-membered N,O-heterocycles I/II (R = H, Cl, Br) and III/IV and V through rhodium-catalyzed C-H acetoxylation/hydrolysis/annulation was reported. The notable features of this method include C-H acetoxylation using NH-indole as the intrinsic directing group, high functional group compatibility, and construction of indole-fused medium-sized rings. To complete the study, the researchers used 7-Bromo-4-methyl-1H-indole (cas: 165669-07-8) .

Application of 165669-07-8In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. 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:
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