钯催化羰基化的日山-丹麦反应用于合成含芳基羰基的氧化吲哚。
Palladium-Catalyzed Carbonylative Hiyama-Denmark Reaction toward the Synthesis of Aryl Carbonyl-Containing Oxindoles.
作者信息
Li Xiong, Zhang Xuemei, Xiong Baojian, Lian Zhong
机构信息
Department of Dermatology, State Key Laboratory of Biotherapy and Cancer Center, West China Hospital, Sichuan University, Chengdu 610041, China.
出版信息
J Org Chem. 2023 Apr 21;88(8):5226-5230. doi: 10.1021/acs.joc.2c02479. Epub 2022 Dec 29.
A palladium-catalyzed domino Heck cyclization/carbonylative Hiyama-Denmark cross-coupling reaction between alkene-tethered aryl iodides and silylcarboxylic acids is presented. This reaction proceeds well without toxic carbon monoxide (CO) gas and has good functional group tolerance, providing an alternative access to carbonyl-containing oxindoles. In this transformation, silylcarboxylic acids play a dual role as a CO source and a nucleophile.
本文报道了钯催化的烯基连接的芳基碘化物与甲硅烷基羧酸之间的多米诺 Heck 环化/羰基化 Hiyama-Denmark 交叉偶联反应。该反应无需使用有毒的一氧化碳（CO）气体即可顺利进行，并且具有良好的官能团耐受性，为含羰基的羟吲哚提供了另一种合成途径。在这种转化过程中，甲硅烷基羧酸作为 CO 源和亲核试剂发挥双重作用。
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