Synthetic Utility of Arylmethylsulfones: Annulative π-Extension of Aromatics and Hetero-aromatics Involving Pd(0)-Catalyzed Heck Coupling Reactions
作者:Elumalai Sankar、Potharaju Raju、Jayachandran Karunakaran、Arasambattu K. Mohanakrishnan
DOI:10.1021/acs.joc.7b01813
日期:2017.12.15
A straightforward and general method for the synthesis of annulated thiophene, dibenzothiophene, and carbazoles analogues has been achieved involving alkylation of 2-bromo-1-(phenylsulfonylmethyl)arene/heteroarene with arylmethyl bromides/heteroarylmethyl bromides using t-BuOK as a base in DMF, followed by Pd(0)-mediated intramolecular Heck coupling in the presence of K2CO3 in DMF at 80–140 °C. The
已经实现了一种简单且通用的合成环状噻吩,二苯并噻吩和咔唑类似物的方法,该方法涉及在DMF中使用t- BuOK作为碱,将2-溴-1-(苯基磺酰基甲基)芳烃/杂芳烃与芳基甲基溴/杂芳基甲基溴进行烷基化。然后在80–140°C下在DMF中存在K 2 CO 3的情况下进行Pd(0)介导的分子内Heck偶联。此协议的有吸引力的特征是,各种各样的π共轭杂环的可通过arylmethylsulfones和苄基溴化物的适当选择可以容易地访问。