Reactions of 1,2-dihalocycloalkenes with alkali metals in presence of chlorotrimethylsilane. Reductive carbon-carbon bond cleavage in five membered homocyclic system

Article abstract of DOI:10.1016/S0040-4020(01)90165-6

1,2-Dihalocyclopentenes on reaction with alkali metals and chlorotrimethylsilane in hydrocarbon or ether solvents produce silylated 1-pentynes by ring opening. Sodium metal and hydrocarbon solvents favour the cleavage most. Different mechanistic aspects are considered.