Photochemical Halogen-Bonding Promoted Synthesis of Vinyl Sulfones via Vinyl and Sulfonyl Radicals

被引：14

作者：

Jiang, Zhou ^{[1
]}

You, Ke ^{[1
]}

Wu, Haibo ^{[1
]}

Xu, Mengyu ^{[1
]}

Wang, Tao ^{[1
]}

Luo, Jin ^{[2
]}

机构：

[1] Jiangxi Normal Univ, Coll Chem & Chem Engn, Jiangxi Prov Key Lab Chem Biol, Nanchang 330022, Jiangxi, Peoples R China

[2] Jiangxi Normal Univ, Analyt & Testing Ctr, Nanchang 330022, Jiangxi, Peoples R China

来源：

ORGANIC LETTERS | 2024年 / 26卷 / 03期

基金：

中国国家自然科学基金;

关键词：

CONVENIENT SYNTHESIS; (E)-VINYL SULFONES; CINNAMIC-ACIDS; ARYL; DECOMPOSITION; HYDRAZIDES; INSERTION; ALKENES; HALIDES; ALKYNES;

D O I：

10.1021/acs.orglett.3c03958

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A photochemical halogen-bonding-assisted synthesis of vinyl sulfones via radical-radical cross-coupling of vinyl bromines and sodium sulfinates is developed. This methodology offers a facile and efficient approach to various vinyl sulfones with excellent functional group tolerance under metal-, photocatalyst-, base-, and oxidant-free conditions. The reaction is also applicable for the late-stage functionalization of drug molecules and the hectogram scale. Moreover, instead of sodium sulfites being prepared, these reactions could also be conducted using sulfonyl chlorides in a one-pot method.

引用

页码：636 / 641

页数：6

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