通过光激发三重酮催化的自由基转移实现酰胺的化学选择性脱氢和异芳基化

IF 3.3 2区化学 Q1 CHEMISTRY, ORGANIC

The Journal of Organic Chemistry Pub Date : 2024-11-16 DOI:10.1021/acs.joc.4c02060

Akash Bisoyi, Amit Behera, Alisha Rani Tripathy, Vijay Kumar Simhadri, Veera Reddy Yatham

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引用次数: 0

摘要

我们在此报告通过光激发三重酮催化酰胺的化学选择性脱氢和杂芳基化反应。在温和的反应条件下，通过卤原子转移（XAT）过程生成的芳基进一步经历分子内 1,5-HAT 事件生成α-氨基烷基自由基，然后与钴或还原氰基炔自由基截留，分别得到脱氢产物和杂芳基化产物，产率良好。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Chemoselective Dehydrogenation and Hetero-Arylation of Amides via Radical Translocation Enabled by Photoexcited Triplet Ketone Catalysis

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Chemoselective Dehydrogenation and Hetero-Arylation of Amides via Radical Translocation Enabled by Photoexcited Triplet Ketone Catalysis

We herein report the chemoselective dehydrogenation and heteroarylation of amides through photoexcited triplet ketone catalysis. Under mild reaction conditions, the generated aryl radical through the halogen atom transfer (XAT) process further undergoes an intramolecular 1,5-HAT event to generate an α-amido alkyl radical, which then intercepted with either cobalt or a reduced cyano arene radical leads to dehydrogenated and heteroarylated products, respectively, in good yields.

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来源期刊

The 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： The 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.