Radical-mediated carboselenation of terminal alkynes under mild conditions

被引：11
作者：
Ma, Chixiao [1 ]
Xie, Jingli [1 ]
Zeng, Xianghua [1 ,2 ]
Wei, Zheyu [2 ]
Wei, Yongge [2 ]
机构：
[1] Jiaxing Univ, Coll Biol Chem Sci & Engn, 118 Jiahang Rd, Jiaxing 314001, Peoples R China
[2] Tsinghua Univ, Dept Chem, Key Lab Organ Optoelect & Mol Engn, Minist Educ, Beijing 100084, Peoples R China
来源：
ORGANIC CHEMISTRY FRONTIERS | 2022年 / 9卷 / 16期
基金：
中国国家自然科学基金;
关键词：
STEREOCONTROLLED SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; (E)-VINYLIC SELENIDES; DIPHENYL DISELENIDE; FACILE SYNTHESIS; FUNCTIONALIZATION; ESTERS; NITRILES; ALKENES;
D O I：
10.1039/d2qo01024k
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A direct carboselenation of terminal alkynes with diorganyl diselenides and azobisisoalkylcarbonitriles via a radical process has been disclosed, affording the corresponding (E)-gamma-seleno-substituted allyl nitriles with excellent regioselectivity and stereoselectivity. This method features catalyst- and additive-free conditions, less toxic cyanating sources, readily available reagents and broad substrate generality. Additionally, the practicability of this reaction and its reaction mechanism are demonstrated.
引用
收藏
页码：4441 / 4446
页数：6
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