Electrochemical vicinal amidoselenation of unactivated olefins via a tandem Ritter reaction†

IF 9.3 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Green Chemistry Pub Date : 2025-05-23 DOI:10.1039/D5GC01259G

Wei Xu, Nana Zhang, Chenyu Li, Haodong Ma, Bin Wang, Ziren Chen, Yu Xia, Shaofeng Wu, Weiwei Jin, Penji Yan, Chenjiang Liu and Yonghong Zhang

引用次数: 0

Abstract

A straightforward strategy for the electrochemical vicinal amidoselenation of unactivated olefins via a tandem Ritter reaction was developed. The reaction was carried out with diaryl diselenides as selenylation reagents and acetonitrile as a nucleophile. Various amidoselenation products can be afforded from unactivated olefins under mild and metal- and oxidant-free electrochemical conditions. This strategy features a broad substrate scope, good functional group tolerance, scale-up synthesis, simple operation and mild reaction conditions. Detailed mechanistic insights and DFT calculations provided strong support for the tandem radical selenylation/oxidative Ritter reaction.

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通过串联Ritter反应研究未活化烯烃的电化学邻胺硒化反应

通过串联里特反应，提出了一种直接的电化学邻胺硒化非活化烯烃的策略。该反应以二芳基二硒化物为硒化试剂，乙腈为亲核试剂进行。在温和的无金属和无氧化剂的电化学条件下，非活化烯烃可以得到多种氨基硒化产物。该策略具有底物范围广、官能团耐受性好、可规模化合成、操作简单、反应条件温和等特点。详细的机理分析和DFT计算为硒基化/氧化Ritter反应提供了强有力的支持。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Green Chemistry 化学-化学综合

CiteScore

16.10

自引率

7.10%

发文量

677

审稿时长

1.4 months

期刊介绍： Green Chemistry is a journal that provides a unique forum for the publication of innovative research on the development of alternative green and sustainable technologies. The scope of Green Chemistry is based on the definition proposed by Anastas and Warner (Green Chemistry: Theory and Practice, P T Anastas and J C Warner, Oxford University Press, Oxford, 1998), which defines green chemistry as the utilisation of a set of principles that reduces or eliminates the use or generation of hazardous substances in the design, manufacture and application of chemical products. Green Chemistry aims to reduce the environmental impact of the chemical enterprise by developing a technology base that is inherently non-toxic to living things and the environment. The journal welcomes submissions on all aspects of research relating to this endeavor and publishes original and significant cutting-edge research that is likely to be of wide general appeal. For a work to be published, it must present a significant advance in green chemistry, including a comparison with existing methods and a demonstration of advantages over those methods.