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Fast quinazolinone synthesis by combining enzymatic catalysis and photocatalysis

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Abstract

A fast and highly efficient method for the synthesis of functionalized quinazolinones by combining enzymatic catalysis and photocatalysis is reported. The α-Chymotrypsin catalyzed the cyclization of aldehyde and 2-aminobenzamide, which was subsequently followed by White LED-induced oxidation of 2-phenyl-2, 3-dihydroquinazolin-4(1H)-one to obtain quinazolinone. The reaction process was highly efficient with a reaction yield of 99% in just 2 h, and a wide range of quinazolinones could be synthesized. Furthermore, the plausible mechanism was investigated by control experiments and DFT calculations. This protocol provides an alternative synthetic route for the preparation of quinazolinone derivatives.

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Data Availability Statement

The data that supports the findings of this study are available.

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Acknowledgements

This project was supported by the Natural Science Foundation of Jiangxi Province (No. 20212ACB203001) and the Science and Technology Project of Jiangxi (No. 20192BBH80012).

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  1. Jiangxi Province Key Laboratory of Synthetic Chemistry, School of Chemistry, Biology and Material Science, East China University of Technology, Nanchang, China

    Liang Jin, Zhanggao Le, Qiangwen Fan, Jiangnan Yang, Can Zhang, Qian Li & Zongbo Xie

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Jin, L., Le, Z., Fan, Q. et al. Fast quinazolinone synthesis by combining enzymatic catalysis and photocatalysis. Photochem Photobiol Sci 22, 525–534 (2023). https://doi.org/10.1007/s43630-022-00332-x

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