The Thermal Rearrangement of 1-Alken-5-yncs and 1, 2, 5-Alkatrienes1

WD Huntsman, JA De Boer…

Index: Huntsman,W.D. et al. Journal of the American Chemical Society, 1966 , vol. 88, p. 5846 - 5850

Full Text: HTML

Citation Number: 38

Abstract

Abstract: 1-Alken-5-ynes undergo a reversible Cope-type rearrangement at 340'to give 1, 2, 5-alkatrienes which, in turn, undergo cyclization to 3-and 4-methylenecyclopentenes. The effect of methyl substituents is reported, and possible mechanisms are discussed. ecent studies have revealed interesting thermal R rearrangements of certain alkenynes and alkadiynes. For example, 1-methylene-2-vinylcyclopentane (2) arises from rearrangement ...