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以乙炔基苯并碘唑酮作为亲电炔基化试剂,钯催化共轭二烯与吲哚的三组分交叉偶联反应

Palladium-Catalyzed Three-Component Cross-Coupling of Conjugated Dienes with Indoles Using Ethynylbenziodazolones as Electrophilic Alkynylating Reagents.

作者信息

Huang Jie, Chen Ling-Ling, Chen Zhi-Min

机构信息

School of Chemistry and Chemical Engineering, Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, Shanghai Jiao Tong University, Shanghai 200240, P.R. China.

出版信息

Org Lett. 2022 Aug 12;24(31):5777-5781. doi: 10.1021/acs.orglett.2c02275. Epub 2022 Jul 30.

Abstract

A palladium-catalyzed regioselective 1,2-alkynyl-carbonalization of conjugated dienes with ethynylbenziodazolone (EBZ) and indoles has been developed for the first time. Various molecules containing alkenyl, alkynyl, and indole groups were readily obtained. Moreover, the resulting products can be applied to various derivatizations. This protocol uses EBZ as an electrophilic alkynylating reagent, avoiding the byproduct of dimerization of alkynes.

摘要

首次开发了一种钯催化的共轭二烯与乙炔基苯并碘唑酮(EBZ)和吲哚的区域选择性1,2-炔基羰基化反应。各种含有烯基、炔基和吲哚基团的分子都能轻松获得。此外,所得产物可用于各种衍生化反应。该方法使用EBZ作为亲电炔基化试剂,避免了炔烃二聚化的副产物。

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