通过卤素原子转移的光氧化还原催化脱羧消除

IF 3.6 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-04-07 DOI:10.1021/acs.joc.5c0023710.1021/acs.joc.5c00237

Deshkanwar Singh Brar, Roberto Aponte and Jon Tunge*,

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引用次数: 0

摘要

烯酰胺和烯碳酸酯在稳定性和反应性之间达到了极佳的平衡。对可广泛获得的氨基酸进行脱羧反应为获得这些试剂提供了一种绿色高效的替代方法。本研究介绍了一种光催化方法，通过顺序自由基脱羧和推定卤原子转移（XAT）直接脱羧合成烯酰胺。这种操作简单、经济实惠的方案具有可扩展性，反应条件温和，反应时间短。此外，它还避免了过渡金属和羧酸预活化的需要。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Photoredox-Catalyzed Decarboxylative Elimination via Halogen Atom Transfer

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Photoredox-Catalyzed Decarboxylative Elimination via Halogen Atom Transfer

Enamides and enecarbamates offer an excellent balance between stability and reactivity. Decarboxylation of widely available amino acids offers a green and efficient alternative to accessing these reagents. The present study describes a photocatalytic approach for the direct decarboxylative synthesis of enamides via sequential radical decarboxylation and putative halogen-atom transfer (XAT). This operationally simple, economical protocol is scalable and allows for mild reaction conditions and short reaction times. In addition, it obviates the need for transition metals and preactivation of carboxylic acids.

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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.