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Stereoselective Synthesis of ( Z )-Acrylic Nitriles from the Ruthenium-Catalyzed Coupling Reaction of Nitriles with Unsaturated Carbonyl Compounds via C–C Bond Cleavage

https://doi.org/10.1021/acs.joc.4c01988

Shakenov, Aldiyar; Gnyawali, Krishna Prasad; Yi, Chae S (February 2025, The Journal of Organic Chemistry)

Free, publicly-accessible full text available February 7, 2026
Scope and Mechanism of the Ruthenium-Catalyzed sp ³ C–H Coupling Reaction of 2-Alkylindoles with Enones for the Synthesis of Carbazole Derivatives

https://doi.org/10.1021/acs.organomet.4c00470

Gnyawali, Krishna Prasad; Son, Mina; Hwang, Donghun; Pannilawithana, Nuwan; Baik, Mu-Hyun; Yi, Chae S (January 2025, Organometallics)

Free, publicly-accessible full text available January 13, 2026
Benzoquinone Ligand-Enabled Ruthenium-Catalyzed Deaminative Coupling of 2-Aminoaryl Aldehydes and Ketones with Branched Amines for Regioselective Synthesis of Quinoline Derivatives

https://doi.org/10.1021/acs.joc.4c00063

Gnyawali, Krishna Prasad; Shakenov, Aldiyar; Kirinde_Arachchige, Pandula T; Yi, Chae S (August 2024, The Journal of Organic Chemistry)

Full Text Available
Concise synthesis of 2,3-disubstituted quinoline derivatives via ruthenium-catalyzed three-component deaminative coupling reaction of anilines, aldehydes and amines

https://doi.org/10.1039/d3ob00348e

Shakenov, Aldiyar; Gnyawali, Krishna Prasad; Yi, Chae S. (May 2023, Organic & Biomolecular Chemistry)

The Ru–H complex (PCy 3 ) 2 (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. The catalytic coupling method provides a step-efficient synthesis of 2,3-disubstituted quinoline derivatives without employing any reactive reagents or forming wasteful byproducts.
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