Synlett 2010(7): 1047-1050  
DOI: 10.1055/s-0029-1219577
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

The First One-Pot Synthesis of Morita-Baylis-Hillman Adducts Starting Directly from Alcohols

Lal Dhar Singh Yadav*, Vishnu Prabhakar Srivastava, Rajesh Patel
Green Synthesis Lab, Department of Chemistry, University of Allahabad, Allahabad 211002, India
Fax: +91(532)2460533; e-Mail: ldsyadav@hotmail.com;
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Publication History

Received 5 January 2010
Publication Date:
10 March 2010 (online)

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Abstract

The first example of one-pot oxidative carbon-carbon bond formation via the Morita-Baylis-Hillman reaction using alcohols is reported. The protocol involves silica gel-DABCO catalyzed oxidation of alcohols to aldehydes with chloramine-T followed by their Morita-Baylis-Hillman reaction with acrylonitrile or methyl acrylate to give 70-87% overall yields of the corresponding ­Morita-Baylis-Hillman adducts. The present work opens up a new and efficient synthetic route to Morita-Baylis-Hillman adducts directly from alcohols in a one-pot operation.