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Pd(II)-Catalyzed Cascade Annulation of o-Aminobenzoic Acids with CO, Amines, and Aldehydes to N3-/N1,N3-Substituted 2,3-Dihydroquinazolin-4(1H)-ones

Xiaopeng Zhang*, Jinjun Wang, Jiahui Xu, Qiuyang Pang, Dan Liu and Guisheng Zhang*

*School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453007, China, Email: 031128htu.edu.cn, zgshtu.cn

X. Zhang, J. Wang, J. Xu, Q. Pang, D. Liu, G. Zhang, J. Org. Chem., 2023, 88, 10266-10276.

DOI: 10.1021/acs.joc.3c00802



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Abstract

An unprecedented Pd(II)-catalyzed cascade annulation of o-aminobenzoic acids with CO, amines, and aldehydes provides N3-substituted and N1,N3-disubstituted 2,3-dihydroquinazolin-4(1H)-ones in good yields under mild conditions. The reaction offers low cost, high step economy, broad substrate scope, and good product diversity.

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proposed mechanism



Key Words

2,3-dihydroquinazolin-4(1H)-ones, copper(II), multicomponent reactions


ID: J42-Y2023