Tetrahedron Letters

1-halocyclopropenes and propargylic halides from the reaction of trihalocyclopropanes with methyl lithium

MS Baird, W Nethercott

Index: Baird, Mark S.; Nethercott, William Tetrahedron Letters, 1983 , vol. 24, # 6 p. 605 - 608

Full Text: HTML

Citation Number: 44

Abstract

Abstract 1, 1, 2-Trihalocyclopropanes (halogen= chlorine or bromine) undergo 1, 2- dehalogenation on reaction with methyl lithium, and in a number of cases the product is a 1- halocyclopropene. In the reactions of (20, X= Br, Cl) and (25) a rearrangement occurs even at low temperatures and propargylic halides are isolated, while (16) is converted to 2- chlorocyclohex-2-enylidene which may be trapped by furan.