Rhodium-catalyzed cycloisomerization: Formation of indoles, benzofurans, and enol lactones

被引：174
|
作者：
Trost, Barry M. [1 ]
McClory, Andrew [1 ]
机构：
[1] Stanford Univ, Dept Chem, Stanford, CA 94305 USA
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 12期
关键词：
alkynes; atom economy; cyclization; homogeneous catalysis; rhodium; BIS-HOMOPROPARGYLIC ALCOHOLS; METAL VINYLIDENE CARBENES; 2-ETHYNYLANILINE DERIVATIVES; RECONSTITUTIVE CONDENSATION; 2-SUBSTITUTED INDOLES; TERMINAL ALKYNES; ATOM ECONOMY; ALLYL ALCOHOLS; CYCLIZATION; 2-ALKYNYLANILINES;
D O I：
10.1002/anie.200604183
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
(Chemical Equation Presented) Internal affairs: Indoles, benzofurans, and enol lactones are formed chemoselectively from the rhodium-catalyzed cyclo-isomerization reaction of easily prepared alkynyl aniline substrates (see scheme, cod = cycloocta-1,5-diene, DMF = N,N-dimethylformamide). The reaction may proceed by nucleophilic capture of a vinylidene intermediate. Indoles are formed under mild conditions using low catalyst loadings. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码：2074 / 2077
页数：4
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