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Copper-Catalyzed Reactions of Alkenyl Boronic Esters via Chan-Evans-Lam Coupling/Annulation Cascades: Substrate Selective Synthesis of Dihydroquinazolin-4-ones and Polysubstituted Quinolines

Yuge Li, Zifeng Cao, Zhijun Wang, Liang Xu and Yu Wei*

*School of Chemistry and Chemical Engineering, Shihezi University, Shihezi 832003, P. R. China, Email:

Y. Li, Z. Cao, Z. Wang, L. Xu, Y. Wei, Org. Lett., 2022, 24, 6554-6559.

DOI: 10.1021/acs.orglett.2c02522

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Copper-catalyzed cascade cyclization reactions between alkenyl boronic esters and N-H-based nucleophiles enable new approaches for one-pot assembly of azacycles. Following Chan-Evans-Lam C-N couplings, cyclization processes either afford dihydroquinazolin-4-ones as hydroamination products or quinolines as aromatization products in good yields.

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One-Pot, Multistep Reactions for the Modular Synthesis of N,N'-Diarylindazol-3-ones

S. Liu, L. Xu, Y. Wei, J. Org. Chem., 2019, 84, 1596-1604.

Key Words

Chan-Lam coupling, 2,3-dihydroquinazolinones

ID: J54-Y2022