Heterocyclization of N-(chlorosulfonyl)imidoyl chlorides with anilines, a new method of synthesis of 1,2,4-benzothiadiazine 1,1-dioxides

被引：8

作者：

Shalimov, Alexander A. ^{[1
]}

Chudakova, Tetyana I. ^{[1
]}

Vlasenko, Yurii G. ^{[1
]}

Sinitsa, Anatoly D. ^{[1
]}

Onys'ko, Petro P. ^{[1
]}

机构：

[1] Natl Acad Sci Ukraine, Inst Organ Chem, 5 Murmanska St, UA-02094 Kiev, Ukraine

来源：

CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2016年 / 52卷 / 04期

关键词：

N; N-DIALKYL-N'-CHLOROSULFONYL CHLOROFORMAMIDINES; ACID-CHLORIDES; DERIVATIVES; THIATRIAZOLES; DIOXIDES; AGENTS;

D O I：

10.1007/s10593-016-1873-z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

N-(Chlorosulfonyl)imidoyl chlorides react regioselectively with anilines, 2-aminomethylnaphthaline, or 1,2,3,4-tetrahydroquinoline leading to derivatives of 1,2,4-benzothiadiazine 1,1-dioxide. Heterocyclization occurs at the sterically less hindered C-6 atom in the case of 3-methoxy- and 3,4-dimethoxyaniline, while the reaction with 3-methylaniline leads to a mixture of cyclization products at the C-2 and C-6 atoms of aniline.

引用

页码：267 / 274

页数：8