Citation: Zongbo Xie, Jin Lan, Haibo Zhu, Gaoyi Lei, Guofang Jiang, Zhanggao Le. Visible light induced tandem reactions: An efficient one pot strategy for constructing quinazolinones using in-situ formed aldehydes under photocatalyst-free and room-temperature conditions[J]. Chinese Chemical Letters, ;2021, 32(4): 1427-1431. doi: 10.1016/j.cclet.2020.09.059 shu

Visible light induced tandem reactions: An efficient one pot strategy for constructing quinazolinones using in-situ formed aldehydes under photocatalyst-free and room-temperature conditions

Jiangxi Province Key Laboratory of Synthetic Chemistry, School of Chemistry, Biology and Material Science, East China University of Technology, Nanchang 330013, China

gfjiang@ecut.edu.cn

zhgle@ecut.edu.cn

Received Date: 2 September 2020
Revised Date: 28 September 2020
Accepted Date: 30 September 2020
Available Online: 1 October 2020

Figures(6)

A facile tandem route has been developed for constructing quinazolinones from various aminobenzamides and in-situ generated aldehydes. Visible light was found to play a dual role: first oxidizes the alcohol to the aldehyde and then facilitates its cyclization with o-substituted aniline. Furthermore, alcohols are perfect alternatives to aldehydes because they are greener, more available, more economical, more stable, and less toxic than aldehydes. The first reaction step continuously provides material for the second step, which effectively reduces loss through volatilization, oxidation, and polymerization of the aldehyde, while avoiding its toxicity. A variety of quinazolinones can be prepared in the presence of visible light without any additional photocatalyst. The developed synthesis protocol proceeds with the merits of mild conditions, broad substrate scope, operational simplicity, and high atom efficiency, with an eco-energy source under metal-free, photocatalyst-free, and ambient conditions.
- Visible light,
- Photocatalyst-free,
- In-situ formed acetaldehyde,
- One pot tandem reaction,
- Quinazolinones,
- Room temperature
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