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Correction: Concise synthesis of 2,3-disubstituted quinoline derivatives ruthenium-catalyzed three-component deaminative coupling reaction of anilines, aldehydes and amines.
Org Biomol Chem
May 2023
Department of Chemistry, Marquette University, Milwaukee, Wisconsin 53233, USA.
Correction for 'Concise synthesis of 2,3-disubstituted quinoline derivatives ruthenium-catalyzed three-component deaminative coupling reaction of anilines, aldehydes and amines' by Aldiyar Shakenov , , 2023, https://doi.org/10.1039/d3ob00348e.
View Article and Find Full Text PDFConcise synthesis of 2,3-disubstituted quinoline derivatives ruthenium-catalyzed three-component deaminative coupling reaction of anilines, aldehydes and amines.
Org Biomol Chem
May 2023
Department of Chemistry, Marquette University, Milwaukee, Wisconsin 53233, USA.
The Ru-H complex (PCy)(CO)RuHCl (1) was found to be a highly effective catalyst for the three-component deaminative coupling reaction of anilines with aldehydes and allylamines to form 2,3-disubstituted quinoline products. The analogous coupling reaction of anilines with aldehydes and cyclic enamines led to the selective formation of the tricyclic quinoline derivatives. The reaction profile study showed that the imine is initially formed from the dehydrative coupling of aniline and aldehyde, and it undergoes the deaminative coupling and annulation reaction with amine substrate to form the quinoline product.
View Article and Find Full Text PDFThree-Component Ruthenium-Catalyzed -C-H Alkylation of Phenol Derivatives.
Org Lett
February 2022
State Key Laboratory of Applied Organic Chemistry, School of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P.R. China.
Herein, we realized the multicomponent reactions of phenol derivatives via a six-membered cycloruthenated intermediate for the first time. This strategy exhibited good substrate suitability and functional group tolerance with various phenol derivatives and provided a potential synthetic drug approach. Mechanistic studies showed that a radical might be involved in this process.
View Article and Find Full Text PDFThree-component ruthenium-catalyzed remote C-H functionalization of 8-aminoquinoline amides.
Chem Commun (Camb)
October 2020
State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P. R. China.
Multicomponent reactions can efficiently construct complex molecular structures from simple precursors. Herein, a novel ruthenium-catalyzed three-component highly selective remote C-H functionalization of 8-aminoquinoline amides has been described. The reaction tolerates a wide range of functional groups, producing arylation/difluoroalkylation products of olefins with potential biological activity and pharmaceutical value.
View Article and Find Full Text PDFThree-Component Ruthenium-Catalyzed Direct Selective C-H Activation of Arenes: A New Approach to the Alkylarylation of Alkenes.
J Am Chem Soc
September 2019
State Key Laboratory of Applied Organic Chemistry , Lanzhou University, Lanzhou 730000 , P.R. China.
Multicomponent reactions are fundamentally different from two-component reactions, as multicomponent reactions can enable the efficient and step-economical construction of complex molecular scaffolds from simple precursors. Here, an unprecedented three-component direct C-H addition was achieved in the challenging -selective fashion. Fluoroalkyl halides and a wide range of alkenes, including vinylarenes, unactivated alkenes, and internal alkenes, were employed as the coupling partners of arenes in this strategy.
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