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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

Krishna Gnyawali, Pandula T. Kirinde Arachchige and Chae S. Yi*

*Department of Chemistry, Marquette University, Milwaukee, Wisconsin 53201-1881, United States, Email:

K. Gnyawali, P. T. K. Arachchige, C. S. Yi, Org. Lett., 2022, 24, 218-222.

DOI: 10.1021/acs.orglett.1c03870

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A cationic Ru-H complex is a highly effective catalyst for a mild deaminative coupling reaction of 2'-hydroxyaryl ketones with simple amines to form 3-substituted flavanone products. The analogous deaminative coupling reaction of 2-aminobenzamides with branched amines directly formed 3,3-disubstituted quinazolinone products.

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proposed mechanism

Key Words

flavanones, 2,3-dihydroquinazolinones

ID: J54-Y2022