A New Entry to 1,5-Keto Esters and Their 4,4-Dideuterio Derivatives via Methylene Chloride as “Methylene Dianion” Equivalents

Kuo-Wei Lin, Cheng-Yih Chen, Wei-Fan Chen and Tu-Hsin Yan
Department of Chemistry, National Chung-Hsing University, Taichung 400, Taiwan, Republic of China
J. Org. Chem., 2008, 73 (12), pp 4759–4761
DOI: 10.1021/jo800732s
Publication Date (Web): May 17, 2008
Copyright © 2008 American Chemical Society

Abstract

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This TiCl4−Mg promoted multicomponent coupling of various amides with CH2Cl2 and methyl acrylate represents an extremely simple and practical synthesis of 1,5-keto esters. The efficiency of this chemistry is illustrated by the very simple preparation of unusual 4,4-dideuterio-1,5-keto esters.

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History

  • Published In Issue June 20, 2008
  • Article ASAPMay 17, 2008
  • Received: April 2, 2008

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