Substituted oxazoles: syntheses via lithio intermediates

SE Whitney, B Rickborn

Index: Whitney, Scott E.; Rickborn, Bruce Journal of Organic Chemistry, 1991 , vol. 56, p. 3058 - 3063

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Citation Number: 51

Abstract

Reactions of 2-a-, 2-, 4-, and 5-lithiooxazoles are used to prepare various substituted derivatives. Previously unrecognized time dependence for the reaction of a 2-lithiooxazole with benzaldehyde is described, and a rationale for this behavior is offered. Competitive reactions occur when the readily available 2, 5-diphenyloxazole is treated with n- butyllithium. Deprotonation of the ortho position of the 2-phenyl group and addition of n- ...