An unexpected reaction of aryldiazonium tetrafluoroborates, sodium metabisulfite, and thiourea under photoinduced conditions

被引：81

作者：

Gong, Xinxing ^{[1
,2
]}

Li, Xiaofang ^{[3
]}

Xie, Wenlin ^{[3
]}

Wu, Jie ^{[1
,2
]}

Ye, Shengqing ^{[1
]}

机构：

[1] Taizhou Univ, Inst Adv Studies, 1139 Shifu Ave, Taizhou 318000, Peoples R China

[2] Fudan Univ, Dept Chem, 2005 Songhu Rd, Shanghai 200438, Peoples R China

[3] Hunan Univ Sci & Technol, Sch Chem & Chem Engn, Xiangtan 411201, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2019年 / 6卷 / 11期

基金：

中国国家自然科学基金;

关键词：

QUINOLINE N-OXIDES; H BOND FUNCTIONALIZATION; SULFUR-DIOXIDE; CATALYZED SYNTHESIS; SULFONYL HYDRAZIDES; 1,3-DIPOLAR CYCLOADDITION; STEREOSELECTIVE-SYNTHESIS; POTASSIUM METABISULFITE; 3-COMPONENT SYNTHESIS; DIARYLIODONIUM SALTS;

D O I：

10.1039/c9qo00410f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A photoinduced synthesis of S-aryl thiosulfonates through a three-component reaction of aryldiazonium tetrafluoroborates, sodium metabisulfite, and thiourea is achieved. The reaction scope generality with a range of aryldiazonium tetrafluoroborates is demonstrated. In this transformation, a radical coupling pathway is proposed with the insertion of sulfur dioxide in the presence of a photocatalyst under visible light irradiation. The organic sulfur motifs in S-aryl thiosulfonates originate from the convenient, cheap, and easily available thiourea and sodium metabisulfite.

引用

页码：1863 / 1867

页数：5

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