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Chinese Journal of Organic Chemistry >

2022 , Vol. 42 >Issue 9: 2823 - 2831

DOI: https://doi.org/10.6023/cjoc202206001

ARTICLES

Construction of Quinazolin(thi)ones by Brønsted Acid/Visible-Light Photoredox Relay Catalysis

  • Zhentao Pan ,
  • Tong Liu ,
  • Yongmin Ma ,
  • Jianbo Yan ,
  • Ya-Jun Wang
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  • a College of Biotechnology and Bioengineering, Zhejiang University of Technology, Hangzhou 310014
    b School of Pharmaceutical and Chemical Engineering, Taizhou University, Jiaojiang, Zhejiang 318000
    c Zhejiang Lepu Pharmaceutical Co. Ltd., Jiaojiang, Zhejiang 318000
* Corresponding author. E-mail:

Received date: 2022-06-01

  Revised date: 2022-06-20

  Online published: 2022-06-29

Supported by

China Postdoctoral Science Foundation(2021M692859); Natural Science Foundation of Zhejiang Province(LQ21B060001); Natural Science Foundation of Zhejiang Province(LZ21B060002); National Natural Science Foundation of China(22178318)

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Abstract

A relay Brønsted acid/visible-light photoredox catalysis strategy for the synthesis of quinazolin(thi)ones is developed. In this procedure, 2-aminoacetophenones and iso(thio)cyanates undergo Brønsted acid catalyzed [4+2] annulation, followed by photocatalyzed C—C bond cleavage reaction. A wide range of diversely substituted quinazoline-2,4-diones and quinazoline-2-thione-4-ones were synthesized under mild conditions. The protocol features eco-benign energy source and solvent, metal-free catalysts, simple starting materials and air as green oxidant.

Key words： relay catalysis; visible-light catalysis; green synthesis; quinazolinone

Cite this article

Zhentao Pan , Tong Liu , Yongmin Ma , Jianbo Yan , Ya-Jun Wang . Construction of Quinazolin(thi)ones by Brønsted Acid/Visible-Light Photoredox Relay Catalysis[J]. Chinese Journal of Organic Chemistry, 2022 , 42(9) : 2823 -2831 . DOI: 10.6023/cjoc202206001

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