Assembly of 2-Arylbenzothiazoles through Three-Component Oxidative Annulation under Transition-Metal-Free Conditions

被引：99

作者：

Che, Xingzong ^{[1
]}

Jiang, Jingjing ^{[1
]}

Xiao, Fuhong ^{[1
]}

Huang, Huawen ^{[1
]}

Deng, Guo-Jun ^{[1
,2
,3
]}

机构：

[1] Xiangtan Univ, Key Lab Environm Friendly Chem & Applicat, Minist Educ, Coll Chem, Xiangtan 411105, Peoples R China

[2] Chinese Acad Sci, Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China

[3] Chinese Acad Sci, CAS Key Lab Mol Recognit & Funct, Inst Chem, Beijing 100190, Peoples R China

来源：

ORGANIC LETTERS | 2017年 / 19卷 / 17期

基金：

中国国家自然科学基金;

关键词：

S BOND FORMATION; REDOX CONDENSATION REACTION; CATALYZED DIRECT ARYLATION; ONE-POT SYNTHESIS; C-H; ELEMENTAL SULFUR; 2-SUBSTITUTED BENZOTHIAZOLES; SUBSTITUTED BENZOTHIAZOLES; O-HALONITROBENZENES; ARYL KETONES;

D O I：

10.1021/acs.orglett.7b02168

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Highly efficient methods for the synthesis of 2-arylbenzothiazoles and 2-arylnaphtho[2,1-d]thiazoles have been developed. Readily available aromatic amines, benzaldehydes, and elemental sulfur were directly assembled through oxidative annulation and C-H functionalization under transition-metal-free conditions, where DMSO or oxygen served as the oxidant. NH4I or KI as the catalyst was found to be effective to promote the transformations to give the annulation products in good to excellent yields with wide functional group tolerance.

引用

页码：4576 / 4579

页数：4

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