Copper(II)-catalyzed Domino Reaction of the Acyclic Ketene-(S,S)-Acetals with Diazo Compounds: Convenient Synthesis of Poly-substituted Thiophenes

被引:10
|
作者
Sun, Ran [1 ]
Du, Yang [1 ]
Tian, Cui [3 ]
Li, Lei [1 ]
Wang, He [1 ]
Zhao, Yu-Long [2 ]
机构
[1] Liaoning Shihua Univ, Sch Chem & Mat Sci, Dandong Rd 1, Fushun 113001, Peoples R China
[2] Northeast Normal Univ, Jilin Prov Key Lab Organ Funct Mol Design & Synth, Fac Chem, Changchun 130024, Jilin, Peoples R China
[3] Luzhou Agr Bur, Jiangyang West Rd 4, Luzhou 646000, Peoples R China
基金
中国国家自然科学基金;
关键词
Acyclic ketene-(S; S)-acetals; Diazo compounds; Poly-substituted thiophenes; Domino reaction; Copper catalyst; ALCOHOLIC OXONIUM YLIDE; 3-COMPONENT REACTION; ENANTIOSELECTIVE SYNTHESIS; SULFUR YLIDES; MULTICOMPONENT REACTIONS; REARRANGEMENT REACTIONS; COOPERATIVE CATALYSIS; BIOLOGICAL EVALUATION; ALPHA-DIAZOCARBONYLS; EFFICIENT SYNTHESIS;
D O I
10.1002/adsc.201901089
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Copper(II)-catalyzed domino reaction between the acyclic ketene-(S,S)-acetals and diazo compounds has been successfully developed. This reaction proceeds through a sequential formation of electrophilic copper carbenoid, sulfur ylide and subsequent C-S bond coupling and cleavage. Notably, the domino reaction features broad the readily available acyclic ketene-(S,S)-acetals scope and provides a new strategy for the synthesis of poly-substituted thiophenes.
引用
收藏
页码:5684 / 5689
页数:6
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