Formation of quaternary carbons through cobalt-catalyzed C(sp3)–C(sp3) Negishi cross-coupling
Formation of all-carbon-substituted quaternary carbons is a key challenge in organic and medicinal chemistry. We report a cobalt-catalyzed C(sp3)–C(sp3) cross-coupling that allows for the introduction of benzyl, heteroarylmethylzinc and allyl groups to halo-carbonyl substrates. The cross-coupling re...
| Autores: | , , , , , |
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| Formato: | artículo |
| Fecha de publicación: | 2020 |
| País: | España |
| Recursos: | Universidad de Castilla-La Mancha |
| Repositorio: | RUIdeRA. Repositorio Institucional de la UCLM |
| OAI Identifier: | oai:ruidera.uclm.es:10578/29643 |
| Acesso em linha: | http://hdl.handle.net/10578/29643 |
| Access Level: | acceso abierto |
| Palavra-chave: | Carbonos cuaternarios C(sp 3 )–C(sp 3 ) Negishi catalizado por cobalto Química orgánica Química medicinal Quaternary carbons Organic chemistry Medicinal chemistry Cobalt-catalyzed C(sp3)–C(sp3) Negishi cross-coupling |
| Resumo: | Formation of all-carbon-substituted quaternary carbons is a key challenge in organic and medicinal chemistry. We report a cobalt-catalyzed C(sp3)–C(sp3) 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(sp3)-over C(sp2)-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. |
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