1-HALOCYCLOPROPENES AND PROPARGYLIC HALIDES FROM THE REACTION OF TRIHALOCYCLOPROPANES WITH METHYL LITHIUM

Article abstract of DOI:10.1016/S0040-4039(00)81476-8

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.