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钯(II)和降冰片烯介导的吲哚C-H烷基化反应:应用及最新进展

C-H alkylation reactions of indoles mediated by Pd(ii) and norbornene: applications and recent developments.

作者信息

Wegmann Marcus, Henkel Michael, Bach Thorsten

机构信息

Department Chemie and Catalysis Research Center (CRC), Technische Universität München, Lichtenbergstr. 4, 85747 Garching, Germany.

出版信息

Org Biomol Chem. 2018 Aug 1;16(30):5376-5385. doi: 10.1039/c8ob01025k.

Abstract

The Catellani reaction enables an ortho-C-H activation based on oxidative addition of Pd(0) and an intermediary carbopalladation of norbornene. Among its variants, the recently developed C2-selective alkylation of indoles is particular as it employs Pd(ii) as the source of palladium. This review describes the mechanistic background of this transformation. Applications in total synthesis and in the synthesis of biologically relevant molecules are illustrated and further developments of the method are discussed.

摘要

卡泰拉尼反应能够实现基于钯(0)氧化加成和降冰片烯中间体碳钯化的邻位C-H活化。在其变体中,最近开发的吲哚C2选择性烷基化尤为特别,因为它使用钯(ii)作为钯源。本综述描述了这种转化的机理背景。阐述了其在全合成及生物相关分子合成中的应用,并讨论了该方法的进一步发展。

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