4,8,8-三甲基-7,8,9,10-四氢苯并[h]色烯-2-酮的7-位选择性溴代和重排反应(英文)

Regioselective 7-Bromination and Rearrangement of 4,8,8-Trimethyl-7,8,9,10-tetrahydrobenzo[h]chromen-2-one

4,8,8-三甲基-7,8,9,10-四氢苯并[h]色烯-2-酮(4)与N-溴代丁二酰亚胺发生7-位选择性溴代及重排反应,生成7-溴-4,8,8-三甲基-7,8,9,10-四氢苯并[h]色烯-2-酮(9)和4,7,8-三甲基-2H-苯并[h]色烯-2-酮(11),收率分别为37%和34%,并且提出了该重排反应的可能机理.

Regioselective 7-bromination and rearrangement of 4,8,8-trimethyl-7,8,9,10-tetrahydrobenzo[h]chromen-2-one（4） proceeded smoothly with the treatment of N-bromosuccinimide and resulted in the formation of 7-bromo-4,8,8-trimethyl-7,8,9,10-tetrahydrobenzo[h]chromen-2-one（9）and 4,7,8-trimethyl-2H-benzo[h]chromen-2-one（11）in 37% and 34% yields,respectively.The possible mechanism of rearrangement was proposed.