Dibromo-and tribromoindane were synthesised by bromination of indene. Treatment of dibromo-and tribromoindane with various silver salts (silver acetate, perchlorate, sulfate and nitrate) in different solvents opened up an entry to the synthesis of various di-and tri-substituted indane derivatives.
Scheme 1Br Br Br Br 1 eq. Br 2 CCl 4 , rt 1 + 2 (61%) 3 (30%) Br Br 2 3 eq. Br 2 CCl 4 , rt, quant. Br 2, CH 2 Cl 2 0 o C, 96% JOURNAL OF CHEMICAL RESEARCH 2006 AUGUST, 507-511