Yang Xi, Wang Gang, Ye Zhi-Shi
Zhang Dayu School of Chemistry, Dalian University of Technology Dalian 116024 P. R. China
Chem Sci. 2022 Aug 18;13(34):10095-10102. doi: 10.1039/d2sc03294e. eCollection 2022 Aug 31.
Herein, we disclosed a novel and efficient palladium-catalyzed nucleomethylation of alkynes for the simultaneous construction of the heteroaromatic ring and methyl group. The 3-methylindoles, 3-methylbenzofurans and 4-methylisoquinolines were obtained in moderate to excellent yields. Notably, this methodology was employed as a key step for synthesis of a pregnane X receptor antagonist, zindoxifene, bazedoxifene and AFN-1252. The kinetic studies revealed that reductive elimination might be the rate-determining step.
在此，我们报道了一种新颖且高效的钯催化炔烃的核甲基化反应，用于同时构建杂芳环和甲基。3-甲基吲哚、3-甲基苯并呋喃和4-甲基异喹啉以中等至优异的产率得到。值得注意的是，该方法被用作合成孕烷X受体拮抗剂、津多昔芬、巴多昔芬和AFN-1252的关键步骤。动力学研究表明，还原消除可能是速率决定步骤。
