Gold-Catalyzed Highly Efficient Access to 3(2H)-Furanones from 2-Oxo-3-butynoates and Related Compounds

Yuanhong Liu,*† Meina Liu,‡ Shenghai Guo,† Huamin Tu,‡ Yebing Zhou,† and Hongjun Gao†
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences,354 Fenglin Lu, Shanghai 200032, People's Republic of China, and College of Chemistry and Material Science, Hebei Normal University, Shijiazhuang City, Hebei 050091, People's Republic of China
Org. Lett., 2006, 8 (16), pp 3445–3448
DOI: 10.1021/ol061059z
Publication Date (Web): July 4, 2006
Copyright © 2006 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

,
†

 Shanghai Institute of Organic Chemistry.

,
‡

 Hebei Normal University.

, yhliu@mail.sioc.ac.cn

Abstract

Abstract Image

The gold-catalyzed cyclization reactions of 2-oxo-3-butynoic esters or disubstituted-1,2-diones with a variety of nucleophiles are described, which offer an efficient and straightforward route to substituted 3(2H)-furanones under mild reaction conditions. The Au(III) catalysts are also highly effective in the hydration of these activated alkynes.

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History

  • Published In Issue August 03, 2006
  • Received May 1, 2006

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