Rate-accelerated nonconventional amide synthesis in water: A practical catalytic aldol-surrogate reaction

被引：115
|
作者：
Cho, Seung Hwan
Chang, Sukbok [1 ]
机构：
[1] Korea Adv Inst Sci & Technol, Dept Chem, CMDS, Taejon 305701, South Korea
[2] Korea Adv Inst Sci & Technol, Sch Mol Sci BK21, Taejon 305701, South Korea
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 11期
关键词：
beta-hydroxy amides; alkynes; azides; copper; water;
D O I：
10.1002/anie.200604358
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
(Chemical Equation Presented) An aldol alternative: Cu-catalyzed hydrative amide synthesis is significantly accelerated in aqueous cosolvent systems. Under environmentally friendly conditions and with N2 released as the single side product, a wide range of propargyl alcohols and sulfonyl azides react to provide β-hydroxy N-sulfonamides in good to excellent yields. Polyhydroxy amides could be synthesized stereoselectively, proving this as a new practical aldol-surrogate strategy. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码：1897 / 1900
页数：4
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