Key Laboratory of Functional Molecular Engineering of Guangdong Province, State Key Laboratory of Luminescent Materials and Devices, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, China.
Org Lett. 2023 Mar 10;25(9):1409-1414. doi: 10.1021/acs.orglett.3c00137. Epub 2023 Mar 1.
A novel and efficient palladium-catalyzed annulation of anilines with bromoalkynes for the synthesis of 2-phenylindoles has been described. This approach features excellent regio- and stereoselectivities and good functional group tolerance. Preliminary mechanistic studies indicate that anilines undergo -nucleophilic addition to bromoalkynes to generate ()--(2-bromo-1-phenylvinyl) anilines, followed by sequential C-H functionalization to deliver different substituted 2-phenylindoles. This method provides potential applications for the construction of various biologically active compounds.
一种新型高效的钯催化苯胺与溴代炔烃的环化反应，用于合成 2-苯基吲哚。该方法具有优异的区域和立体选择性以及良好的官能团容忍性。初步的机理研究表明，苯胺与溴代炔烃发生 -亲核加成反应生成 ()--(2-溴-1-苯基乙烯基)苯胺，然后进行连续的 C-H 官能团化，得到不同取代的 2-苯基吲哚。该方法为构建各种生物活性化合物提供了潜在的应用。
