Synthesis of 1,2-Dihydropyridines Catalyzed by Well-Defined Low-Valent Cobalt Complexes: C-H Activation Made Simple

被引:48
作者
Fallon, Brendan J. [1 ]
Garsi, Jean-Baptiste [1 ]
Derat, Etienne [1 ]
Amatore, Muriel [1 ]
Aubert, Corinne [1 ]
Petit, Marc [1 ]
机构
[1] Univ Paris 06, Sorbonne Univ, Inst Parisien Chim Mol, UMR CNRS 8232, F-75252 Paris 05, France
关键词
C-H activation; cobalt; 1,2-dihydropyridine; 6; pi-electrocylization; well-defined catalyst; mechanistic investigation; REGIOSELECTIVE CYCLOMETALATION; SUBSTITUTED PIPERIDINES; 2+2+2 CYCLOADDITION; BOND ACTIVATION; CARBON-HYDROGEN; ALKYNES; FUNCTIONALIZATION; IMINES; HYDROARYLATION; ALKENYLATION;
D O I
10.1021/acscatal.5b02138
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A convenient one-pot system has been developed, allowing the synthesis of highly substituted dihydropyridines via a C-H activation/6 pi-electrocyclization pathway. The reaction proceeds with high regioselectivity, and we disclose the first example of isolated dihydropyridines lacking substitution in the 2 position. Moreover, the use of a simple well-defined low-valent cobalt complex without the need for reducing agents or additives in combination with computational studies provides a clearer insight into the C-H activation pathway than was previously reported.
引用
收藏
页码:7493 / 7497
页数:5
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