Rhodium(III)-Catalyzed Direct Coupling of Quinoline-8-Carbaldehydes with (Het)Arylboronic Acids for the Synthesis of 8-Aryloylquinolines.
J Org Chem
; 85(15): 10271-10282, 2020 08 07.
Article
em En
| MEDLINE
| ID: mdl-32664730
ABSTRACT
Herein, we describe a method for the synthesis of aryl-(het)aryl ketones by Rh(III)-catalyzed direct coupling between quinoline-8-carbaldehydes and (het)arylboronic acids. The method has a broad substrate scope, a high functional group tolerance, and uses commercially available starting materials. Scale-up of the reaction and subsequent synthesis of tubulin polymerization inhibitor demonstrated its utilities. A plausible mechanism was proposed on the basis of the fact that a stable cycloacylrhodium intermediate complex could be used as catalyst, and the complex reacted stoichiometrically with (het)arylboronic acids.
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Base de dados:
MEDLINE
Assunto principal:
Quinolinas
/
Ródio
Idioma:
En
Ano de publicação:
2020
Tipo de documento:
Article