铜催化吲哚并氮杂卓酮类化合物的合成

Synthesis of Copper-Catalyzed Indoloazepinone

利用吲哚-2-酰胺和苯基炔丙醇为原料,在三氟甲磺酸铜[Cu(OTf)_(2)]催化下,成功构建了吲哚并氮杂卓酮类化合物。该方法实现了吲哚C-3位和酰胺N—H的官能团化,表现出优异化学选择性。通过^(1)H NMR、^(13) C NMR和HRMS对所得化合物的结构进行了表征。实验最优条件为:反应温度60℃,反应时间5 h,溶剂1,2-二氯乙烷(DCE),5 mol%Cu(OTf)_(2),吲哚-2-酰胺:苯基炔丙醇为1∶1.2,收率73%。

Using indole-2-amide and phenylpropargyl alcohol as raw material,the indoloazepinone compound is successfully constructed under the catalysis of Cu(OTf)_(2).This reaction achieves functionalization of the C-3 of indole and N—H of the amide moiety,exhibiting excellent chemo-selectivity.The structure of the obtained compound is characterized by ^(1)H NMR,^(13) C NMR and HRMS.The optimized reaction conditions are concluded as follows,reaction temperature is 60℃,reaction time is 5 h,the solvent is 1,2-dichloroethane(DCE),the catalyst is 5 mol%Cu(OTf)_(2),indole-2-amide,phenylpropargyl alcohol is 1∶1.2,the yield is 73%.