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Paper | Special issue | Vol 30, No. 2, 1990, pp.929-937
Published online, 1st January, 1970
DOI: 10.3987/COM-89-S86
Nickel-catalyzed Reactions of Thiazoles, Isoxazoles, Oxazolines and Thiazolines with Grignard Reagents

Ernest Wenkert* and Aili Han

*Department of Medicine, University of California, San Diego, 9500 Gilman Drive, La Jolla, CA 92093-0682, U.S.A.

Abstract

Grignard reagents convert thiazoles, isoxazoles, oxazolines and thiazolines into N-vinylimines, β-amino-α,β-unsaturated ketones, tetrahydrooxazoles and tetrahydrothiazoles, respectively, under the influence of phosphine-ligated nickel species. The reaction characteristics and the uncatalyzed reactions are described.