Copper-Catalyzed Selective S-Arylation of 1,2-Bis(o-amino-1H-pyrazolyl) Disulfides with Arylboronic Acids

被引：38

作者：

Luo, Pei-Song ^{[1
]}

Wang, Feng ^{[2
]}

Li, Jin-Heng ^{[1
,2
]}

Tang, Ri-Yuan ^{[1
]}

Zhong, Ping ^{[1
]}

机构：

[1] Wenzhou Univ, Coll Chem & Mat Sci, Wenzhou 325035, Peoples R China

[2] Hunan Normal Univ, Minist Educ, Key Lab Chem Biol & Tradit Chinese Med Res, Changsha 410081, Hunan, Peoples R China

来源：

SYNTHESIS-STUTTGART | 2009年 / 06期

基金：

中国国家自然科学基金;

关键词：

1; 10-phenanthroline; S-arylation; 1,2-bis(o-amino-1H-pyrazolyl) disulfides; arylboronic acid; (o-amino-1H-pyrazolyl)aryl sulfide; CROSS-COUPLING REACTIONS; ARYL IODIDES; N-ARYLATION; DIPHENYL DISELENIDE; BORONIC ACIDS; DIORGANYL SELENIDES; ORGANOBORONIC ACIDS; EFFICIENT SYNTHESIS; DIARYL DISULFIDES; TERMINAL ALKYNES;

D O I：

10.1055/s-0028-1083357

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Copper-catalyzed oxidative S-arylation of 1,2-bis(o-amino- 1H-pyrazolyl) disulfides with arylboronic acids for the synthesis of (o-amino-1H-pyrazolyl)aryl Sulfides has been developed in the presence of Cul, 1,10-phenanthroline, and O-2. A variety of dipyrazolyl disulfides bearing free NH2 groups underwent the reaction with arylboronic acids efficiently to selectively afford the corresponding S-arylation products in moderate to excellent yield. It is noteworthy that amino groups are tolerated well, and a series of fipronil analogues are prepared.

引用

页码：921 / 928

页数：8

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