Copper-Catalyzed Radical Bis(trifluoromethylation) of Alkynes and 1,3-Enynes

被引：32
|
作者：
Shen, Haigen [1 ,2 ]
Xiao, Hawen [1 ,2 ]
Zhu, Lin [1 ,2 ]
Li, Chaozhong [1 ,2 ,3 ]
机构：
[1] Chinese Acad Sci, Key Lab Organofluorine Chem, Shanghai Inst Organ Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China
[2] Chinese Acad Sci, Collaborat Innovat Ctr Chem Life Sci, Shanghai Inst Organ Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China
[3] Ningbo Univ Technol, Sch Mat & Chem Engn, 201 Fenghua Rd, Ningbo 315211, Zhejiang, Peoples R China
来源：
SYNLETT | 2020年 / 31卷 / 01期
基金：
上海市自然科学基金; 中国国家自然科学基金;
关键词：
copper; trifluoromethylation; radicals; alkynes; 1,3-enynes; SODIUM TRIFLUOROMETHANESULFINATE; SANDMEYER TRIFLUOROMETHYLATION; UNACTIVATED ALKENES; REAGENTS; IODIDES; FACILE;
D O I：
10.1055/s-0039-1690187
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The copper-catalyzed radical bis(trifluoromethylation) of alkynes and 1,3-enynes is described. With Cu(CH3CN)(4)BF4 as the catalyst, the reaction of arylalkynes with Togni reagent II and (bpy)Zn(CF3)(2) at room temperature affords the corresponding 1,2-bis(trifluoromethylated) alkenes in good yields with excellent E-stereoselectivity. Under similar conditions, the reaction of 1,3-enynes provides the corresponding 1,4-bis(trifluoromethylated) allenes exclusively in satisfactory yields. The protocol exhibits broad substrate scope and excellent functional group compatibility.
引用
收藏
页码：41 / 44
页数：4
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