Domino Heck-Aza-Michael Reactions: A One-Pot, Sequential Three-Component Approach to 1.1-Dioxido-1,2-benzisothiazoline-3-acetic Acid

被引：53
作者：
Rolfe, Alan [1 ,2 ]
Young, Kyle [1 ,2 ]
Hanson, Paul R. [1 ,2 ]
机构：
[1] Univ Kansas, Dept Chem, Lawrence, KS 66045 USA
[2] Univ Kansas, Ctr Chem Methodol & Lib Dev, Lawrence, KS 66047 USA
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 2008卷 / 31期
基金：
美国国家卫生研究院;
关键词：
Domino reactions; Sultams; Heck reaction; Aza-Michael reaction; Multicomponent reactions;
D O I：
10.1002/ejoc.200800651
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The development of a new method for the synthesis of 1,1dioxido-1,2-benzisothiazoline-3-acetic acid by a domino process is reported whereby a classical Heck reaction is coupled to an intramolecular aza-Michael reaction. Ultimately, this method has been expanded to a one-pot, sequential three-component protocol to generate diverse benzofused gamma-sultams from a range of commercially available alpha-bromobenzenesulfonyl chlorides, amines and Michael acceptors. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
引用
收藏
页码：5254 / 5262
页数：9
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