Formation of quaternary carbons through cobalt-catalyzed C(sp3)-C(sp3) Negishi cross-coupling

被引:11
|
作者
Palao, Eduardo [1 ]
Lopez, Enol [2 ]
Torres-Moya, Ivan [2 ]
de la Hoz, Antonio [2 ]
Diaz-Ortiz, Angel [2 ]
Alcazar, Jesus [1 ]
机构
[1] Janssen Cilag SA, Discovery Chem Janssen Res & Dev, C Jarama 75A, Toledo, Spain
[2] Univ Castilla La Mancha, Fac Ciencias & Tecnol Quim, Ciudad Real, Spain
关键词
ALPHA-BROMO ESTERS; ORGANOZINC HALIDES; C-ALKYL; ARYL;
D O I
10.1039/d0cc02734k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Formation of all-carbon-substituted quaternary carbons is a key challenge in organic and medicinal chemistry. We report a cobalt-catalyzed C(sp(3))-C(sp(3)) cross-coupling that allows for the introduction of benzyl, heteroarylmethylzinc and allyl groups to halo-carbonyl substrates. The cross-coupling reaction is selective for C(sp(3))-over C(sp(2))-halides, in contrast to most used catalytic metals, and allows access to novel scaffolds of pharmaceutical interest. NMR mechanistic studies suggest the presence of Co(0) complexes as catalytic species.
引用
收藏
页码:8210 / 8213
页数:4
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