Bromination of 4-bromoindanone and 5-bromoindanone,facile synthetic access to 3,5,10-tribromo-7H-benzo[c]fluoren-7-one

Bromination reactions of 4-bromoindanone and 5-bromoindanone were presented and optimum reaction conditions were introduced. 2,2,4-tribromoindanone was synthesized by treatment of 4-bromoindanone with molecular bromine at room temperature in a high yield. bromination of 4-bromoindanone with nbs,sio2 and liclo4 in peg yielded the corresponding 2,4-dibromoindanone which was reduced to 1-hydroxy-2,4-dibromoindane. acetylation of hydroxydibromoindane in pyridine gave the 1-acetoxy-2,4-dibromoindane in excellent yield. the radical bromination of 5-bromoindanone with nbs at 77�c in ccl4 yielded the corresponding 3,5-dibromoindene-1-one which was converted to 3,5,10-tribromo-7h-benzo[c]fluoren-7-one by thermolysis. � 2016,chemical society of pakistan. all rights reserved.