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

被引:11
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
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
收藏
页码:4471 / 4480
页数:10
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