氧化还原中性脱羧和脱磺 C(sp3)三氟甲基化反应：方法开发与机理探究。

IF 3.3 2区化学 Q1 CHEMISTRY, ORGANIC

The Journal of Organic Chemistry Pub Date : 2024-11-15 Epub Date: 2023-07-19 DOI:10.1021/acs.joc.3c00872

Chris M Seong, Courtney C Roberts

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引用次数: 0

摘要

三氟化硫钠（CF3SO2Na）是一种廉价的台式稳定自由基 CF3 源，经常被过氧化物等外部氧化剂激活。然而，尽管 CF3SO2Na 可用于商业用途，但由于在控制交叉自由基偶联方面存在挑战，该盐从未用于脱羧三氟甲基化反应。我们报告了一种氧化还原中性方法，用于羧酸衍生物的脱羧 C（sp3）三氟甲基化反应。我们进行了机理研究，以解决范围上的限制。

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Redox-Neutral Decarboxylative and Desulfonylative C(sp³) Trifluoromethylation: Method Development and Mechanistic Inquiry.

Sodium triflinate (CF₃SO₂Na) is an inexpensive bench-stable radical CF₃ source that is often activated by external oxidants such as peroxides. However, despite the commercial accessibility of CF₃SO₂Na, the salt has never been applied to decarboxylative trifluoromethylation due to challenges in controlled cross-radical coupling. We report a redox-neutral approach to decarboxylative C(sp³) trifluoromethylation of carboxylic acid derivatives. Mechanistic inquiry is performed to address the limitations in scope.

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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.