Polar-Effect-Directed Control in Site-Selectivity of Radical Substitution Enables C–H Perfluoroalkylation of Coumarins

IF 3.3 2区化学 Q1 CHEMISTRY, ORGANIC

The Journal of Organic Chemistry Pub Date : 2024-09-26 DOI:10.1021/acs.joc.4c01469

Shashank Singh, Ravi P. Singh

引用次数: 0

Abstract

A novel Ru-catalyzed protocol for C-7 selective C–H trifluoromethylation of coumarins in the presence of light is presented. This reaction undergoes a radical type nucleophilic substitution instead of a radical type electrophilic substitution owing to the benzocore activation as a result of lowering the lowest unoccupied molecular orbital (LUMO).

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极性效应定向控制自由基取代的位点选择性，使香豆素的 C-H 全氟烷基化成为可能

本文介绍了一种新型 Ru 催化香豆素 C-7 选择性 C-H 三氟甲基化反应方案。由于降低了最低未占分子轨道（LUMO）而使苯并核活化，该反应经历了自由基型亲核取代而非自由基型亲电取代。

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

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.