Abstract
The treatment of 4-bromoindanone (1) with 2.2 equivalent of bromine at room temperature for 2 h yielded 2,2,4-tribromoindanone (2) in quantitative amount. 4-bromoindanone (1) reacted with bromine in carbon tetrachloride and triethylamine while irradiation with a 150 W projector lamp for 12 h gave dibromide 3 (65%). 2,2,5-tribromoindanone (5) was generated by treatment of 5-bromoindanone (4) with 2.2 equivalent of bromine in dichloromethane at rt for 2 h in a yield of 90%. The reaction of 5bromoindanone with 3.2 equivalent of bromine in carbontetrachloride and Et3N at rt while irradiation with a 150 W projector lamp for 12 h gave 2,3,5tribromoindenone (6) in 58% yield. (Scheme).
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