The Journal of Organic Chemistry

Preparation and selected reactions of 2, 3-bis (bromomethyl)-1, 3-butadiene

Y Gaoni, S Sadeh

Index: Gaoni, Yehiel; Sadeh, Shoshana Journal of Organic Chemistry, 1980 , vol. 45, # 5 p. 870 - 881

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Citation Number: 43

Abstract

2, 3-Bis (bromomethyl)-l, 3-butadiene (1) was prepared by zinc-induced debromination of 1, 4-dibromo-2, 3-bis (bromomethyl)-2-butene (2). The versatility of 1 as a synthetic intermediate was demonstrated through consecutive use of its allylic bromides and conjugated diene functions, with eventual further modification of the primary reaction products. Coupling of 1 with vinylmagnesium chloride or ethynylmagnesium bromide gave ...