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钯催化咔唑衍生物的酰胺化反应及异氰酸酯的氢胺化反应。

Palladium-catalyzed amidation of carbazole derivatives hydroamination of isocyanates.

作者信息

Li Meng-Yuan, Chen Peng, Pan Ming-Xia, Hu Hao-Lan, Jiang Yi-Jun

机构信息

Key Laboratory of Advanced Mass Spectrometry and Molecular Analysis of Zhejiang Province, Institute of Mass Spectrometry, School of Materials Science and Chemical Engineering, Ningbo University, Ningbo, Zhejiang 315211, China.

出版信息

Org Biomol Chem. 2024 Jul 31;22(30):6090-6094. doi: 10.1039/d4ob00771a.

Abstract

The first amidation of carbazoles at the N9 position palladium-catalyzed hydroamination of isocyanates is demonstrated. This simple, general and efficient method could deliver a wide range of carbazole--carboxamides in up to 99% yield. The salient features of this transformation include simple conditions with no need for a strong base, high chemo- and regio-selectivities and good functional group tolerance. In particular, this work-up-free and chromatography-free protocol is time-saving, cost-effective and user-friendly.

摘要

实现了咔唑在N9位的首次酰胺化反应,即钯催化异氰酸酯的氢胺化反应。这种简单、通用且高效的方法能够以高达99%的产率得到多种咔唑-羧酰胺。该转化反应的显著特点包括条件简单,无需强碱,具有高化学选择性和区域选择性以及良好的官能团耐受性。特别是,这种无需后处理和柱色谱的方法节省时间、成本效益高且操作简便。

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