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Hofmann reaction-involving annulation of o-(pyridin-2-yl)aryl amides selectively and rapidly leads to potential potocatalytic active 6H-pyrido[1,2-c]quinazolin-6-one derivatives

Abstract

A highly efficient PIFA-mediated Hofmann reaction of o-(pyridin-2-yl)aryl amides has been developed to selectively and rapidly construct various potential potocatalytic active 6H-pyrido[1,2-c]quinazolin-6-ones. The use of nontoxic and eco-friendly organoiodine reagent, operationally simplicity, short reaction time and mild reaction conditions, broad substrate scope and high functional group tolerance, and excellent yields make this protocol very simple, practical, and easy to handle. It provides a feasible platform for developing novel organic fluorophore structures. Preliminary research for this purpose shows that the N5-methylated pyridoquinazolinone 3a could be used as a photocatalyst in several organic transformations, indicating it is a very promising lead fluorophore for developing new superior photocatalysts.

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Supplementary files

Article information


Submitted
13 Aug 2020
Accepted
01 Oct 2020
First published
01 Oct 2020

Green Chem., 2020, Accepted Manuscript
Article type
Paper

Hofmann reaction-involving annulation of o-(pyridin-2-yl)aryl amides selectively and rapidly leads to potential potocatalytic active 6H-pyrido[1,2-c]quinazolin-6-one derivatives

W. Gao, Y. Wan, Z. Zhang, H. Wu, T. Liu and G. Zhang, Green Chem., 2020, Accepted Manuscript , DOI: 10.1039/D0GC02777D

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