Thio acid/azide amidation:: An improved route to N-acyl sulfonamides

被引:54
作者
Barlett, KN [1 ]
Kolakowski, RV [1 ]
Katukojvala, S [1 ]
Williams, LJ [1 ]
机构
[1] Rutgers State Univ, Dept Chem & Chem Biol, Piscataway, NJ 08854 USA
关键词
D O I
10.1021/ol052671d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A one-pot procedure for the conversion of carboxylic acids to N-acyl sulfonamides, via thio acid/azide amidation, is presented. The method is compatible with acid- and base-sensitive amino acid protection. N-Acyl sulfonamide synthesis on solid support, peptide thio acid/sulfonazide coupling, and N-alkyl amide synthesis via selective cleavage of sulfonyl from an N-alkyl-N-acyl sulfonamide are also reported.
引用
收藏
页码:823 / 826
页数:4
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