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Scope and Mechanism of the Ruthenium-Catalyzed Deaminative Coupling Reaction of Enones with Amines via Regioselective C α –C β Bond Cleavage

https://doi.org/10.1021/acs.organomet.3c00321

Thennakoon, Dulanjali S ; Talipov, Marat R ; Yi, Chae S ( October 2023 , Organometallics)

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Scope and Mechanistic Studies on the Ruthenium-Catalyzed Multicomponent Deaminative C–H Coupling Reaction of Phenols with Aldehydes and Enamines for the Formation of Xanthene and Dioxacyclic Derivatives

https://doi.org/10.1021/acscatal.3c01651

Pannilawithana, Nuwan ; Son, Mina ; Hwang, Donghun ; Baik, Mu-Hyun ; Yi, Chae S. ( July 2023 , ACS Catalysis)

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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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Synthesis of Flavanone and Quinazolinone Derivatives from the Ruthenium-Catalyzed Deaminative Coupling Reaction of 2′-Hydroxyaryl Ketones and 2-Aminobenzamides with Simple Amines

https://doi.org/10.1021/acs.orglett.1c03870

Gnyawali, Krishna ; Kirinde Arachchige, Pandula T. ; Yi, Chae S. ( January 2022 , Organic Letters)

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Scope and Mechanism of the Redox-Active 1,2-Benzoquinone Enabled Ruthenium-Catalyzed Deaminative α-Alkylation of Ketones with Amines

https://doi.org/10.1021/acscatal.1c04732

Kirinde Arachchige, Pandula T. ; Handunneththige, Suhashini ; Talipov, Marat R. ; Kalutharage, Nishantha ; Yi, Chae S. ( November 2021 , ACS Catalysis)

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Experimental and Computational Studies on the Ruthenium-Catalyzed Dehydrative C–H Coupling of Phenols with Aldehydes for the Synthesis of 2-Alkylphenol, Benzofuran, and Xanthene Derivatives

https://doi.org/10.1021/jacs.1c06887

Pannilawithana, Nuwan ; Pudasaini, Bimal ; Baik, Mu-Hyun ; Yi, Chae S. ( August 2021 , Journal of the American Chemical Society)

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Catalytic Carbon–Carbon Bond Activation of Saturated and Unsaturated Carbonyl Compounds via Chelate-Assisted Coupling Reaction with Indoles

https://doi.org/10.1021/acscatal.0c01245

Pannilawithana, Nuwan ; Yi, Chae S. ( May 2020 , ACS Catalysis)

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Scope and Mechanism of the Ruthenium-Catalyzed Dehydrative C–H Coupling of Phenols with α,β-Unsaturated Carbonyl Compounds: Expedient Synthesis of Chromene and Benzoxacyclic Derivatives

https://doi.org/10.1021/acs.organomet.9b00629

Mokar, Bhanudas Dattatray ; Yi, Chae S. ( November 2019 , Organometallics)

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Synthesis of Quinazoline and Quinazolinone Derivatives via Ligand-Promoted Ruthenium-Catalyzed Dehydrogenative and Deaminative Coupling Reaction of 2-Aminophenyl Ketones and 2-Aminobenzamides with Amines

https://doi.org/10.1021/acs.orglett.9b01082

Kirinde Arachchige, Pandula T. ; Yi, Chae S. ( April 2019 , Organic Letters)

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Synthesis of Symmetric and Unsymmetric Secondary Amines from the Ligand-Promoted Ruthenium-Catalyzed Deaminative Coupling Reaction of Primary Amines

https://doi.org/10.1021/acs.joc.8b00649

Arachchige, Pandula T. ; Lee, Hanbin ; Yi, Chae S. ( April 2018 , The Journal of Organic Chemistry)

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