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Synlett 2012; 23(11): 1649-1652
DOI: 10.1055/s-0031-1290428
letter
© Georg Thieme Verlag Stuttgart · New York

Rhodium(III)-Catalyzed Oxidative Olefination of N-(Naphthalen-1-yl)amides

Xiaowei Wang
a   Chengdu Institute of Organic Chemistry, The Chinese Academy of Sciences, Chengdu 610041, P. R. of China
b   Dalian Institute of Chemical Physics, The Chinese Academy of Sciences, Dalian 116023, P. R. of China
c   Graduate University of Chinese Academy of Sciences, The Chinese Academy of Sciences, Beijing 100049, P. R. of China, Email: yjiang@cioc.ac.cn   Email: xwli@dicp.ac.cn
,
Xuting Li
b   Dalian Institute of Chemical Physics, The Chinese Academy of Sciences, Dalian 116023, P. R. of China
,
Jian Xiao
b   Dalian Institute of Chemical Physics, The Chinese Academy of Sciences, Dalian 116023, P. R. of China
,
Yi Jiang*
a   Chengdu Institute of Organic Chemistry, The Chinese Academy of Sciences, Chengdu 610041, P. R. of China
,
Xingwei Li*
b   Dalian Institute of Chemical Physics, The Chinese Academy of Sciences, Dalian 116023, P. R. of China
› Author Affiliations
Further Information

Publication History

Received: 10 March 2012

Accepted after revision: 02 April 2012

Publication Date:
13 June 2012 (online)

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Abstract

Rhodium(III)-catalyzed oxidative coupling of N-(naphthalen-1-yl)amides with acrylates and styrene was achieved through selective C–H bond activation at the peri position. This reaction proceeded smoothly to give the direct olefination product or the corresponding olefination–cyclization product. High functional-group tolerance was observed

Keywords

oxidative olefination - C–H activation - rhodium

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    for this article is available online at http://www.thieme-connect.com/ejournals/toc/synlett.
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