Synthesis of Benzo[4,5]thiazolo[2,3-c][1,2,4]triazole Derivatives via C-H Bond Functionalization of Disulfide Intermediates

被引：12

作者：

Ardon-Munoz, Luis G. ^{[1
]}

Bolliger, Jeanne L. ^{[1
]}

机构：

[1] Oklahoma State Univ, Dept Chem, 107 Phys Sci, Stillwater, OK 74078 USA

来源：

MOLECULES | 2022年 / 27卷 / 05期

关键词：

heteroaromatics; C-H bond functionalization; oxidative cyclization; BENZOTHIAZOLES; TRICYCLAZOLE; POTENT; BIOSYNTHESIS; HETEROCYCLES; FUNGICIDE; THIAZOLE; DESIGN; ORYZAE; DRUGS;

D O I：

10.3390/molecules27051464

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Many nitrogen- and sulfur-containing heterocyclic compounds exhibit biological activity. Among these heterocycles are benzo[4,5]thiazolo[2,3-c][1,2,4]triazoles for which two main synthetic approaches exist. Here we report a new synthetic protocol that allows the preparation of these tricyclic compounds via the oxidation of a mercaptophenyl moiety to its corresponding disulfide. Subsequent C-H bond functionalization is thought to enable an intramolecular ring closure, thus forming the desired benzo[4,5]thiazolo[2,3-c][1,2,4]triazole. This method combines a high functional group tolerance with short reaction times and good to excellent yields.

引用

页数：31