A convenient preparation of heteroaryl sulfonamides and sulfonyl fluorides from heteroaryl thiols

被引:166
作者
Wright, SW
Hallstrom, KN
机构
[1] Pfizer Global Res & Dev, Groton, CT 06340 USA
[2] Clark Univ, Worcester, MA 01610 USA
关键词
D O I
10.1021/jo052164+
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[Graphics] Heteroaromatic thiols may be oxidized to the sulfonyl chloride at low temperature (-25 degrees C) by using 3.3 equiv of aqueous sodium hypochlorite. The reaction is rapid, avoids the use of chlorine gas, and succeeds with substrates that have previously been found to afford little or none of the sulfonamide product with other procedures. The method allows the preparation of the sulfonyl fluorides, which are stable enough to be purified and stored, making them potentially useful monomers in parallel chemistry efforts.
引用
收藏
页码:1080 / 1084
页数:5
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2005, US PHARM USP, V28, P1786