TIN FOR ORGANIC-SYNTHESIS .4. MILD AND EFFICIENT SYNTHESIS OF AROMATIC SULFONAMIDES BY INSITU PREPARATION OF THE CORRESPONDING SULFONYL ISOCYANATES

被引：15

作者：

ARNSWALD, M ^{[1
]}

NEUMANN, WP ^{[1
]}

机构：

[1] UNIV DORTMUND,LEHRSTUHL ORGAN CHEM 1,OTTO HAHN STR 6,W-4600 DORTMUND 50,GERMANY

来源：

CHEMISCHE BERICHTE | 1991年 / 124卷 / 09期

关键词：

ELECTROPHILIC AROMATIC SUBSTITUTION; SULFODESTANNYLATION; ISOCYANATES; SULFONYL; AROMATIC; SULFONYL COMPOUNDS; TRIALKYLARYLSTANNANES; APPLICATION OF;

D O I：

10.1002/cber.19911240919

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new reaction between chlorosulfonyl isocyanate (1) and trialkylstannyl-stubstituted arenes 2a-k, 7, 9 is described. It provides the aromatic sulfonyl isocyanates 3 or their derivatives, the sulfonamides 4a-j, the sulfonylcarbamates 5a-b, or sulfonylureas 6, respectively. The trialkylstannyl group as an efficient leaving group allows mild reaction conditions to be applied and unusual substitution patterns to be obtained, normally not accessible by electrophilic aromatic substitutions. Thus, sulfonamidation can be achieved in meta position to a trifluoromethyl group.

引用

页码：1997 / 2000

页数：4

共 39 条

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