无过渡金属条件下二芳基硒化合物的合成

Synthesis of Diaryl Selenium Compounds without Transition-Metal Catalyst

报道了一种以二芳基硒醚为硒基来源,K_(2)S_(2)O_(8)为氧化剂,在无过渡金属条件下对N-芳基酰胺化合物的C(sp^(2))—H键直接官能化,合成了系列二芳基硒化合物的方法.机理研究表明,该反应经过单电子转移的自由基历程,中间体的稳定性决定了反应的选择性.该反应官能团兼容性好,位点选择性强,操作简便,成本低廉,是一种实用的二芳基硒化合物的合成方法.

A series of diaryl selenium compounds were synthetized from N-arylamide compounds and diphenyl diselenide,using K_(2)S_(2)O_(8) as oxidant without any transition metal catalyst.Mechanistic studies reveal that the reaction proceeds a single-electron transfer radical process.The dominant products are o-substituted and p-substituted product,depending on the stability of intermediates.The synthetic reaction exhibits some outstanding advantages,such as substrate tolerance,high regioselectivity,convenience and low-price.