gem-Dibromomethylarenes:  A Convenient Substitute for Noncommercial Aldehydes in the Knoevenagel−Doebner Reaction for the Synthesis of α,β-Unsaturated Carboxylic Acids

John Kallikat Augustine,* Yanjerappa Arthoba Naik, Ashis Baran Mandal, Nagaraja Chowdappa, and Vinuthan B. Praveen
Syngene International Ltd., Biocon Park, Plot Nos. 2 and 3, Bommasandra IV Phase, Jigani Link Road, Bangalore-560 100, India, and Department of Chemistry, Kuvempu University, Shankaraghatta Post, Shimoga-577 451, India john.kallikat@syngeneintl.com
J. Org. Chem., 2007, 72 (25), pp 9854–9856
DOI: 10.1021/jo701888m
Publication Date (Web): November 14, 2007
Copyright © 2007 American Chemical Society

Abstract

Abstract Image

A facile synthesis of α,β-unsaturated carboxylic acids from gem-dibromomethylarenes is described. gem-Dibromomethylarenes are employed for the first time in the Knoevenagel−Doebner reaction as aldehyde equivalents for the efficient synthesis of α,β-unsaturated carboxylic acids.

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    History

    • Published In Issue December 07, 2007
    • Received September 4, 2007

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