Synthesis of pyridino[2,1-b]quinazolinones via a visible light-induced functionalization of alkynes/nitrile insertion/cyclization tandem sequences in continuous-flow technology

Abstract

We successfully developed an unprecedented route to pyridino[2,1-b]quinazolinone synthesis through a visible light-induced functionalization of alkynes/nitrile insertion/cyclization tandem sequences in a microchannel reactor. The yield of the template reaction under optimized conditions is 91%. This photocatalytic reaction provides rapid, facile, and practical access to valuable polycyclic quinazolinone, and is amenable to the gram scale. In addition, a reasonable reaction mechanism is proposed based on controlled experiments.

Graphical abstract: Synthesis of pyridino[2,1-b]quinazolinones via a visible light-induced functionalization of alkynes/nitrile insertion/cyclization tandem sequences in continuous-flow technology

Supplementary files

Article information

Article type
Paper
Submitted
01 Mar 2025
Accepted
22 Apr 2025
First published
06 May 2025

Org. Biomol. Chem., 2025, Advance Article

Synthesis of pyridino[2,1-b]quinazolinones via a visible light-induced functionalization of alkynes/nitrile insertion/cyclization tandem sequences in continuous-flow technology

M. Wei, X. Wang, J. Zhang, J. Chen, C. Liu, Z. Yang, Y. Li, H. Qin, Z. Fang and K. Guo, Org. Biomol. Chem., 2025, Advance Article , DOI: 10.1039/D5OB00368G

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