Cu-catalyzed [2+2+1] cascade annulation of vinyl iodonium salts with elemental sulfur/selenium for the modular synthesis of thiophenes and selenophenes

被引:8
|
作者
Wu, Yaxing [1 ]
Wu, Chao [1 ]
Wang, Fei [1 ]
Chen, Chao [1 ,2 ,3 ,4 ]
机构
[1] Tsinghua Univ, Dept Chem, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Minist Educ, Beijing 100084, Peoples R China
[2] Wuyi Univ, Sch Biotechnol & Hlth Sci, Jiangmen 529020, Peoples R China
[3] Int Healthcare Innovat Inst Jiangmen, Jiangmen 529020, Peoples R China
[4] Nankai Univ, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
基金
中国国家自然科学基金;
关键词
DIARYLIODONIUM SALTS; SULFUR; CONSTRUCTION; ALKENYLATION; CONDENSATION; CHEMISTRY; ARYLATION; NITRILES; REAGENTS; SULFIDE;
D O I
10.1039/d1nj05433c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A [2 + 2 + 1] annulation protocol has been established for the modular synthesis of 2,4-disubstituted thiophenes/selenophenes, with excellent regioselectivity. The reactions have been catalyzed by copper salt with elemental sulfur and selenium serving as the chalcogen source. The mechanistic study has revealed that this process was initiated by a trisulfur radical anion using EPR.
引用
收藏
页码:945 / 949
页数:5
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