Copper-Catalyzed Silylcupration of Activated Alkynes

被引：22

作者：

Vercruysse, Sebastien ^{[1
]}

Jouvin, Kevin ^{[2
]}

Riant, Olivier ^{[1
]}

Evano, Gwilherm ^{[3
]}

机构：

[1] Catholic Univ Louvain, Inst Condensed Matter & Nanosci Mol Solids & Reac, Pl Louis Pasteur 1,Bte L4-01-02, B-1348 Louvain La Neuve, Belgium

[2] Univ Versailles St Quentin En Yvelines, CNRS, UMR 8180, Inst Lavoisier Versailles, 45 Ave Etats Unis, F-78035 Versailles, France

[3] ULB, Lab Chim Organ, Serv Chim & Physicochim Organ, Ave FD Roosevelt 50,CP160-06, B-1050 Brussels, Belgium

来源：

SYNTHESIS-STUTTGART | 2016年 / 48卷 / 19期

关键词：

copper catalysis; silylcupration; ynamides; propiolates; silylboronates; STEREOSELECTIVE-SYNTHESIS; EFFICIENT SYNTHESIS; CARBONYL-COMPOUNDS; ROOM-TEMPERATURE; TERMINAL ALKYNES; MULTIPLE BONDS; DUAL CATALYSIS; REAGENTS; YNAMIDES; CARBOCUPRATION;

D O I：

10.1055/s-0035-1562460

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly efficient catalytic silylcupration of activated alkynes is reported. Upon reaction with silylboronates and methanol in THF at room temperature in the presence of copper(I) fluoride tris(triphenylphosphine), a range of ynamides and propiolates were found to undergo a smooth silylcupration. This reaction, which tolerates various functional groups, affords a straightforward and efficient entry to the corresponding beta-silylenamides and -acrylates, which were formed with high levels of regio-and stereoselectivities.

引用

页码：3373 / 3381

页数：9

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