THE BAYLIS—HILLMAN REACTION: TiCl₄ MEDIATED COUPLING OF ALKYL VINYL KETONES WITH α-KETO ESTERS AND ALDEHYDES

Abstract

TiCl₄ mediated coupling of alkyl vinyl ketones with α-keto esters and aldehydes provides respectively 2-aryl-2-hydroxy-3-methylene-4-oxoalkanoates and (Z)-keto allyl chlorides in 1 h time at room temperature. Similar coupling of trifluoromethyl phenyl ketone with methyl vinyl ketone produces 1,1,1-trifluoro-2-hydroxy-2-phenyl-3-methylenepentan-4-one.

ACKNOWLEDGMENTS

We thank DST (New Delhi) for funding this project. We also thank UGC (New Delhi) for Special Assistance Program in organic synthesis in the School of Chemistry, University of Hyderabad. BS and RMR thank CSIR (New Delhi) and KMK thanks UGC (New Delhi) for their research fellowships.