Convenient one-pot synthesis of sulfonamides from thiols using trichloroisocyanuric acid

被引:29
作者
Bonk, Jason D. [1 ]
Amos, David T. [1 ]
Olson, Sarah J. [1 ]
机构
[1] 3M Pharmaceut, Chem Dept, St Paul, MN 55144 USA
关键词
oxidation; sulfonamides; thiol; trichloroisocyanuric acid;
D O I
10.1080/00397910701356942
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A convenient synthesis of sulfonamides from thiols is described. In situ preparation of sulfonyl chlorides from thiols is accomplished by oxidation with trichloroisocyanuric acid (TCCA), benzyltrimethylammonium chloride and water (2.5 equiv). The sulfonyl chlorides are then further allowed to react with excess amine in the same reaction vessel. Triethylamine can be optionally added as acid scavenger.
引用
收藏
页码:2039 / 2050
页数:12
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