分子内还原Heck反应合成7-溴-1-茚满酮

Synthesis of 7-Bromo-1-indanone via an Intramolecular Reductive Heck Reaction

研究了标题化合物的合成新方法,即以邻溴苯甲酸为原料,经取代反应、氧化还原反应、格氏反应以及分子内还原Heck反应合成了目标化合物。探讨了分子内还原Heck反应中反应溶剂、反应温度、反应时间及催化剂种类等条件对产率的影响。最终确定了以四氢呋喃为溶剂、Pd(dppf)Cl_(2)为催化剂、60℃反应6 h的最佳反应条件,产率可达83%。

A new synthetic method of the title compound was studied.The target product was synthesized from 2-bromobenzoic acid by substitution reaction, oxidation-reduction reaction, Grignard reaction and intramolecular reductive Heck reaction.The effects of reaction solvents, temperature, reaction time and kinds of catalysts in intramolecular reductive Heck reaction were investigated.Finally, the optimum reaction conditions were determined with tetrahydrofuran as the solvent, Pd(dppf)Cl_(2) as the catalyst and 60℃ for 6 h, and the yield could reach 83%.