Rh-Catalyzed C-H Alkynylation of Indole Derivatives with Silver(I)-Controlled Regiodivergence

被引：1

作者：

Zhao, Yaokun ^{[1
]}

Li, Xingchi ^{[1
]}

Zhou, Pengfei ^{[1
]}

Han, Xing ^{[1
]}

Zhang, Chenjie ^{[1
]}

Liang, Taoyuan ^{[1
]}

Zhao, Shuangliang ^{[1
]}

Zhang, Zhuan ^{[1
]}

机构：

[1] Guangxi Univ, Guangxi Key Lab Petrochem Resource Proc & Proc Int, Sch Chem & Chem Engn, Nanning 530004, Guangxi, Peoples R China

来源：

ORGANIC LETTERS | 2024年 / 26卷 / 35期

关键词：

FUNCTIONALIZATION; ARYLATION; HETEROCYCLES; STRATEGIES; ALKYNES;

D O I：

10.1021/acs.orglett.4c02151

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We have disclosed silver(I)-induced switching of regioselectivity in rhodium-catalyzed C-H alkynylation of indole derivatives with the help of a pivaloyl directing group by tuning C-H metalation modes. The judicious choice of AgOAc, Ag2O, and Ag2CO3 affords an array of C2-alkynylated indoles, C4-alkynylated indoles, and C2,C4-dialkynylated indoles, respectively. The synthetic utility of the alkyne fragment is demonstrated by derivatization into valuable indole-based compounds.

引用

页码：7285 / 7290

页数：6

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