Bromination of Benz[f]indene: Synthesis of New Benz[f]indane Derivatives

Abstract

The bromination reactions of benz[f]indene 1 were investigated with molecular bromine and photobromination. Dibromo- and tribromobenz[f]indane were synthesised by bromination of benz[f]indene 1. Subsequent reactions of dibromobenz[f]indane 2 were accomplished with various silver salts (silver acetate, perchlorate, sulphate and nitrate). Treatment of trans-1-acetate-2-bromobenz[f]indane 6 with sodium methoxide resulted in the formation of corresponding 1,2-oxide-benz[f]indane 10.