Rhodium-Catalyzed Hydrosilylation Reaction of N-Sulfonyl-1,2,3-triazoles with Triphenylsilane: Access to Diverse Compounds

被引：10

作者：

Wang, Hui ^{[1
]}

Qiao, Hongwei ^{[1
]}

Zhang, Hao ^{[1
]}

Yang, Haijun ^{[1
]}

Zhao, Yufen ^{[1
]}

Fu, Hua ^{[1
]}

机构：

[1] Tsinghua Univ, Dept Chem, Minist Educ, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Beijing 100084, Peoples R China

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 2015卷 / 20期

基金：

中国国家自然科学基金;

关键词：

Synthetic methods; Hydrosilylation; Silanes; Rhodium; Nitrogen heterocycles; TERMINAL ALKYNES; STEREOSELECTIVE-SYNTHESIS; TRANSANNULATION; INSERTION; BOND; PYRIDOTRIAZOLES; TRIAZOLES; REDUCTION; AMINATION; CARBENES;

D O I：

10.1002/ejoc.201500455

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly efficient rhodium-catalyzed hydrosilylation of N-sulfonyl-1,2,3-triazoles has been developed. The protocol uses readily available N-sulfonyl-1,2,3-triazoles and triphenylsilane as starting materials, and the reactions first gave 2-(triphenylsilyl)-2-aryl-N-(arylsulfonyl) ethanimines, the isomerization of which provided (E)-2-(triphenylsilyl)-2-aryl-N-(arylsulfonyl) ethenamines in the presence of triethyl-amine; the reduction of which with LiAlH4 led to 2-(triphenylsilyl)-2-aryl-N-(arylsulfonyl) ethanamines. It is worthwhile to note that the obtained products could be converted into indole and arylethylamine derivatives. Therefore, the highly efficient rhodium-catalyzed hydrosilylation method is a valuable strategy for synthesis of diverse compounds.

引用

页码：4471 / 4480

页数：10

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