METAL-FREE SYNTHESIS OF BENZOTHIAZOLES FROM DISULFIDES OF 2-AMINOBENZENETHIOL AND CARBOXYLIC ACID VIA PCl3-PROMOTED TANDEM REACTION

被引：4

作者：

Du, Guangyan ^{[1
]}

Zhu, Ning ^{[1
]}

Han, Limin ^{[1
]}

Hong, Hailong ^{[1
]}

Suo, Quanling ^{[1
]}

机构：

[1] Inner Mongolia Univ Technol, Chem Engn Coll, Hohhot 010051, Peoples R China

来源：

HETEROCYCLES | 2015年 / 91卷 / 09期

基金：

中国国家自然科学基金;

关键词：

Benzothiazole; Synthetic Method; Disulfide Cleavage; Tandem Reaction; Disulfide; SULFUR-SULFUR BOND; SUBSTITUTED BENZOTHIAZOLES; PHOSPHORUS NUCLEOPHILES; 2-SUBSTITUTED BENZOTHIAZOLES; EFFICIENT SYNTHESIS; MOLECULAR-OXYGEN; ARYL DISULFIDES; CONDENSATION; CYCLIZATION; ALDEHYDES;

D O I：

10.3987/COM-15-13256

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A metal-free process for the synthesis of benzothiazoles via PCl3-promoted cleavage/acylation/cyclization of disulfides and carboxylic acids has been developed. In addition to acting as the acylating reagent which converted carboxylic acids into acyl chlorides, PCl3 also converted disulfides to thiols, which promoted disulfides of 2-aminobenzenethiol reacted with carboxylic acid to produce benzothiazoles. The developed method is applicable to a wide range of carboxylic acids containing different functional groups.

引用

页码：1723 / 1734

页数：12

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