Attempted Synthesis of Cyclopenta-1,2-diene and Wurtz-like Condensation Products in the Reaction of 2,3-Dibromocycloalkenes with Zinc

Abstract

Fluoride ion-promoted elimination of 2-bromo-3-trimethylsilylcyclopentene 5 and the reaction of five, six and seven-membered 2,3-dibromocycloalkenes with zinc gave Wurtz-like dimeric products instead of the expected cyclic allenes.