Electrochemical oxidative cyclization of activated alkynes with diselenides or disulfides: access to functionalized coumarins or quinolinones

被引:108
作者
Hua, Jiawei [1 ]
Fang, Zheng [1 ]
Xu, Jia [1 ]
Bian, Mixue [1 ]
Liu, ChengKou [1 ]
He, Wei [1 ]
Zhu, Ning [1 ]
Yang, Zhao [2 ]
Guo, Kai [1 ,3 ]
机构
[1] Nanjing Tech Univ, Coll Biotechnol & Pharmaceut Engn, 30 Puzhu Rd S, Nanjing 211816, Jiangsu, Peoples R China
[2] China Pharmaceut Univ, Coll Engn, 24 Tongjiaxiang, Nanjing 210003, Jiangsu, Peoples R China
[3] Nanjing Tech Univ, State Key Lab Mat Oriented Chem Engn, 30 Puzhu Rd S, Nanjing 211816, Jiangsu, Peoples R China
基金
美国国家科学基金会;
关键词
BIOLOGICAL EVALUATION; SULFINIC ACIDS; SPIROCYCLIZATION; ALKENES; DIFUNCTIONALIZATION; ARYLPROPIOLAMIDES; SELENYLATION; DERIVATIVES; GENERATION; CHEMISTRY;
D O I
10.1039/c9gc02131k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A direct electrochemical oxidative cyclization of alkynoates and alkynamides with diselenides or disulfides for the synthesis of coumarins and quinolinones bearing a chalcogen functional group has been developed. This green and efficient approach was realized through a constant current electrolysis in an undivided cell under metal-free and oxidant-free conditions. Moreover, a series of selenium/sulfur-substituted coumarin and quinolinone products were obtained in moderate to good yields with a broad scope and functional group tolerance.
引用
收藏
页码:4706 / 4711
页数:6
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