Photocatalytic Iminyl Radical Cyclization for the Synthesis of Quinazolinones

)-ones is described. This method employs an organic dye, ambient atmosphere, and visible light to activate α-azido benzamides through a photoinduced hydrogen atom transfer, generating iminyl radicals upon extrusion of dinitrogen. Cyclization to close the pyrimidinone ring then affords a variety of quinazolinone derivatives. This photocatalytic strategy establishes a foundation for iminyl radical-mediated heterocycle synthesis from alkyl azides under mild conditions.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-05-30
DOI
https://doi.org/10.1021/acs.joc.6c00247
Primary Topic
Quinazolinone synthesis and applications
Type
article
Field-Weighted Citation Impact
0.00

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article

Photocatalytic Iminyl Radical Cyclization for the Synthesis of Quinazolinones

Erin E. Gray, Janeth A. Sandoval, Mohammed D. Albotabeekh, Jensen L. Rocha et al.
The Journal of Organic Chemistry
Quinazolinone synthesis and applications
article

Photocatalytic Iminyl Radical Cyclization for the Synthesis of Quinazolinones

Erin E. Gray, Janeth A. Sandoval, Mohammed D. Albotabeekh, Jensen L. Rocha, Joyce J. Yoo, Hannah A. Spencer, Neissa Usanase, Hanbit J. Lee
article en

Abstract

)-ones is described. This method employs an organic dye, ambient atmosphere, and visible light to activate α-azido benzamides through a photoinduced hydrogen atom transfer, generating iminyl radicals upon extrusion of dinitrogen. Cyclization to close the pyrimidinone ring then affords a variety of quinazolinone derivatives. This photocatalytic strategy establishes a foundation for iminyl radical-mediated heterocycle synthesis from alkyl azides under mild conditions.

The Journal of Organic Chemistry
Washington and Lee University (US)
National Science Foundation, Washington and Lee University, American Chemical Society Petroleum Research Fund, Division of Chemistry
Openalex Percentile: Top 10%
Quinazolinone synthesis and applications
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