Copper-catalyzed 1,1-difunctionalization of terminal alkynes: a three-component reaction for the construction of vinyl sulfones

被引：24
|
作者：
Sun, Qi [1 ,2 ,3 ]
Li, Linge [1 ,2 ,3 ]
Liu, Liyan [1 ,2 ,3 ]
Yang, Yu [1 ,2 ,3 ]
Zha, Zhenggen [1 ,2 ,3 ]
Wang, Zhiyong [1 ,2 ,3 ]
机构：
[1] Univ Sci & Technol China, CAS Key Lab Soft Matter Chem, Hefei Natl Lab Phys Sci Microscale, Hefei 230026, Anhui, Peoples R China
[2] Univ Sci & Technol China, Chinese Acad Sci, Ctr Excellence Mol Synth, Collaborat Innovat Ctr Suzhou Nanosci & Technol, Hefei 230026, Anhui, Peoples R China
[3] Univ Sci & Technol China, Sch Chem & Mat Sci, Hefei 230026, Anhui, Peoples R China
来源：
SCIENCE CHINA-CHEMISTRY | 2019年 / 62卷 / 07期
基金：
中国国家自然科学基金;
关键词：
copper; terminal alkynes; germinal difunctionalization; multicomponent reaction; vinyl sulfones; STEREOSELECTIVE CONJUGATE ADDITION; EFFICIENT SYNTHESIS; MEDIATED SYNTHESIS; RADICAL-ADDITION; ALKENYL HALIDES; CINNAMIC-ACIDS; SULFUR-DIOXIDE; BOND FORMATION; INHIBITORS; INSERTION;
D O I：
10.1007/s11426-019-9454-8
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A copper-catalyzed 1,1-difunctionalization of terminal alkynes was achieved via a three-component reaction, providing a variety of vinyl sulfones with good yields and excellent chemo- and stereoselectivity. Preliminary mechanistic studies indicated that the reaction probably underwent a Cu-catalyzed formal C-H insertion to produce an allene intermediate, which was then trapped by a sulfonyl anion to give the corresponding product.
引用
收藏
页码：904 / 908
页数：5
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