Photo‐Induced Sulfonylation/Trifluoromethylation‐Peroxidation of Alkenes via EnT‐Mediated N–S Bond Homolysis of N‐Sulfonyl Ketimines

IF 2.8 4区化学 Q1 CHEMISTRY, ORGANIC

Asian Journal of Organic Chemistry Pub Date : 2024-09-02 DOI:10.1002/ajoc.202400384

Yuting Feng, Leiyang Lv, Zhiping Li

引用次数: 0

Abstract

Photocatalytic sulfonylation/trifluoromethylation‐peroxidation of alkenes with N‐sulfonyl ketimines and tert‐butyl hydroperoxide is reported. The transformation is initiated by the EnT‐driven homolytic S‐N bond cleavage of N‐sulfonyl ketimines. The sulfonyl‐peroxides were obtained when alkyl sulfonyl radicals were captured by alkene via sequential C‐S and C‐O bond formation, while a thermodynamically favored release of SO2 from trifluoromethane sulfonyl radical generated CF3 radical and afforded the trifluoromethyl‐peroxides.

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通过 EnT 介导的 N-磺酰基酮亚胺的 N-S 键同解，实现光诱导的磺酰化/三氟甲基化-烯烃过氧化反应

报告了 N-砜基酮亚胺和叔丁基过氧化氢对烯的光催化磺酰化/三氟甲基化-过氧化反应。这种转化是由 EnT 驱动的 N-磺酰基酮亚胺的同源 S-N 键裂解引发的。当烷基磺酰基通过 C-S 键和 C-O 键的连续形成被烯捕获时，就得到了磺酰过氧化物，而三氟甲烷磺酰基释放出的 SO2 在热力学上有利于生成 CF3 自由基并得到三氟甲基过氧化物。

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

Asian Journal of Organic Chemistry CHEMISTRY, ORGANIC-

CiteScore

4.70

自引率

3.70%

发文量

372

期刊介绍： Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC) The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.