Expedient Cobalt-Catalyzed C-H Alkynylation of (Enantiopure) Benzylamines

被引:60
|
作者
Landge, Vinod G. [1 ,3 ]
Midya, Siba P. [1 ,3 ]
Rana, Jagannath [1 ,3 ]
Shinde, Dinesh R. [2 ]
Balaraman, Ekambaram [1 ,3 ]
机构
[1] CSIR, Natl Chem Lab, Catalysis Div, Dr Homi Bhabha Rd, Pune 411008, Maharashtra, India
[2] CSIR, Natl Chem Lab, Cent NMR Facil, Dr Homi Bhabha Rd, Pune 411008, Maharashtra, India
[3] Acad Sci & Innovat Res, New Delhi 110025, India
关键词
TERMINAL ALKYNES; BOND ACTIVATION; DIRECTED FUNCTIONALIZATION; AMINOQUINOLINE BENZAMIDES; ORTHO-C(SP(2))-H BONDS; MECHANISTIC INSIGHTS; SELECTIVE ACCESS; CARBON-HYDROGEN; NICKEL; ANNULATION;
D O I
10.1021/acs.orglett.6b02549
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A unified strategy for cobalt-catalyzed ortho-C-H bond alkynylation of benzylamines is reported. Simple, commercially available CoBr2 was used as a cobalt source. The developed alkynylation strategy is robust and efficient and has a broad substrate scope including 1 degrees, 2 degrees, and 3 degrees benzylamines. The mechanistic study shows that C-H bond cleavage is reversible, and the kinetic study illustrates that the rate of reaction depends solely on the catalyst.
引用
收藏
页码:5252 / 5255
页数:4
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