Nickel-Catalyzed Stereoselective Alkenylation of C(sp3)-H Bonds with Terminal Alkynes.
A nickel-catalyzed stereoselective alkenylation of an unactivated β-C(sp3)-H bond in aliphatic amide with terminal alkynes using 8-aminoquinoline auxiliary is reported for the first time. This reaction displays excellent functional group tolerance with respect to both aliphatic amides and terminal alkynes and features a cheap nickel catalytic system. The 8-aminoquinolyl directing group could be smoothly removed, and the resultant β-styrylcarboxylic acid derivatives could serve as versatile building blocks for further transformation.
Department of Chemistry, Zhejiang University , Hangzhou 310027, China.
Cong
C
Lin
Department of Chemistry, Zhejiang Sci-Tech University , Hangzhou 310018, China.
Zhengkai
Z
Chen
Department of Chemistry, Zhejiang University , Hangzhou 310027, China.
Zhanxiang
Z
Liu
Department of Chemistry, Zhejiang University , Hangzhou 310027, China.|State Key Laboratory of Applied Organic Chemistry, Lanzhou University , Lanzhou 730000, China.
Yuhong
0000-0002-1033-3429
Y
Zhang