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：

中国国家自然科学基金; 上海市自然科学基金;

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

页码：41 / 44

页数：4

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