TMSN3引发叔酰胺的电化学单脱烷基反应

IF 3.6 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2024-12-13 DOI:10.1021/acs.joc.4c01813

Anjun Ding, Meixia Liu, Yunxiang Jiang, Xiaoyong Liu, Junpeng Yang, Wen Liu, Zhengjiang Fu, Shengmei Guo, Hu Cai

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引用次数: 0

摘要

酰胺的n -脱烷基是生物体和有机合成化学中的一个普遍过程，但目前尚未找到有效的化学方法。在此，我们报告了一种电化学方法用于广泛的叔酰胺的单脱烷基反应，包括苯酰胺、烷基酰胺、内酰胺和磺胺。该反应以TMSN3为引发剂，在温和条件下顺利进行，不局限于去乙基化或去甲基化。该协议实现了大规模合成，为合成有机化学提供了有价值的工具。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

TMSN3 Initiated Electrochemical Mono-Dealkylation of Tertiary Amides

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TMSN3 Initiated Electrochemical Mono-Dealkylation of Tertiary Amides

N-Dealkylation of amides is a general process in living organisms and organic synthetic chemistry, but an efficient chemical approach for this transformation has not been explored. Herein, we report an electrochemical method for the monodealkylation of a wide range of tertiary amides, including benzamides, alkyl amides, lactams, and sulfonamides. The reaction proceeds smoothly under mild conditions using TMSN₃ as the initiator and is not limited to deethylation or demethylation. This protocol enables the large synthesis, providing a valuable tool for synthetic organic chemistry.

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来源期刊

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.