Base-promoted Lewis acid catalyzed synthesis of quinazoline derivatives

Fang-Peng Hu; Xin-Feng Cui; Guo-Qiang Lu; Guo-Sheng Huang

doi:10.1039/D0OB00225A

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Base-promoted Lewis acid catalyzed synthesis of quinazoline derivatives†

Fang-Peng Hu,^a Xin-Feng Cui,^a Guo-Qiang Lu^a and Guo-Sheng Huang

*^a

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* Corresponding authors

^a State Key Laboratory of Applied Organic Chemistry, Key Laboratory of Nonferrous Metal Chemistry and Resources Utilization of Gansu Province, Department of Chemistry, Lanzhou University, Lanzhou 730000, China
E-mail: hgs@lzu.edu.cn

Abstract

A one-pot protocol has been developed for the synthesis of quinazolinones from amide-oxazolines with TsCl via a cyclic 1,3-azaoxonium intermediate and 6π electron cyclization in the presence of a Lewis acid and base. The process is operationally simple and has a broad substrate scope. This method provides a unique strategy for the construction of quinazolinones.

This article is part of the themed collection: Synthetic methodology in OBC

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DOI: https://doi.org/10.1039/D0OB00225A
Article type: Communication
Submitted: 03 Feb 2020
Accepted: 14 May 2020
First published: 16 May 2020

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Org. Biomol. Chem., 2020,18, 4376-4380

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Base-promoted Lewis acid catalyzed synthesis of quinazoline derivatives

F. Hu, X. Cui, G. Lu and G. Huang, Org. Biomol. Chem., 2020, 18, 4376 DOI: 10.1039/D0OB00225A

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Organic & Biomolecular Chemistry

Base-promoted Lewis acid catalyzed synthesis of quinazoline derivatives†

Abstract

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Base-promoted Lewis acid catalyzed synthesis of quinazoline derivatives

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