SRN1 reactions of vinyl halides with thiophenoxide and acetone enolate ions

JF Bunnett, X Creary, JE Sundberg

Index: Bunnett,J.F. et al. Journal of Organic Chemistry, 1976 , vol. 41, p. 1707 - 1709

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Citation Number: 39

Abstract

Results@-Bromostyrene with Acetone Enolate Ion. A solution of 0-bromostyrene (1) and potassium acetone enolate in liquid ammonia in a Pyrex flask was exposed to" 350-nm" radiation for 5 h. The main products were one of straightforward substitution, 2, in 48% yield, and a tautomer thereof, 3, in 34% yield. There was also 7% of styrene and 3% of unreacted 1.