铑（I）催化的吲哚的直接对映选择性 C-H 官能化。
Rhodium(I)-Catalyzed Direct Enantioselective C-H Functionalization of Indoles.
机构信息
State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, Shanghai 201203, China.
Shenzhen Grubbs Institute and Department of Chemistry, Southern University of Science and Technology, 1088 Xueyuan Boulevard, Shenzhen 518055, China.
出版信息
J Org Chem. 2023 Jun 16;88(12):7844-7848. doi: 10.1021/acs.joc.2c02624. Epub 2023 Feb 1.
A highly regiospecific vinylogous carbene insertion protocol for direct asymmetric C-H functionalization of indoles with arylvinyldiazoacetates has been developed. Under the catalysis of simple Rh(I)/chiral diene complexes, the reaction occurs solely at the vinylogous position of the vinylcarbenoid with exceptional selectivity and enantiocontrol. It provides an efficient way to obtain an interesting class of chiral indole scaffolds bearing an α,β-unsaturated ester unit and a -diaryl carbon stereocenter in good yields (≤99%) with excellent enantioselectivities (≤96%) at room temperature.
已开发出一种高区域选择性的乙烯基卡宾插入反应，用于芳基乙烯基重氮乙酸酯与吲哚的直接不对称 C-H 官能化。在简单的 Rh(I)/手性二烯配合物的催化下，该反应仅在乙烯基卡宾的乙烯基位置发生，具有出色的选择性和对映体控制。它为室温下获得一类有趣的手性吲哚骨架提供了有效的方法，这些骨架具有α,β-不饱和酯单元和一个 -二芳基碳立体中心，产率高（≤99%），对映选择性好（≤96%）。
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