Photocatalyst-free synthesis of quinazolinones from <i>o</i> -aminobenzamides and rongalite under visible light

A photocatalyst-free method has been developed for the synthesis of quinazolinones from <i>o</i>-aminobenzamides and rongalite as a C<sub>1</sub> synthon under visible light for the first time. This transformation proceeds using atmospheric oxygen as the oxidant, involving the <i>in situ</i> generation of a superoxide radical anion (O<sub>2</sub>˙<sup>-</sup>), as supported by EPR analysis. Additionally, the formation of H<sub>2</sub>O<sub>2</sub> was confirmed by UV-Vis spectrophotometric analysis. Key features of this method include broad functional group tolerance, moderate to good yields, gram-scale applicability, and a proof-of-concept demonstration of <i>N</i>-formylation using <i>p</i>-anisidine.

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Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ob00891c
Primary Topic
Quinazolinone synthesis and applications
Type
article
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article

Photocatalyst-free synthesis of quinazolinones from o -aminobenzamides and rongalite under visible light

Gopal Chandru Senadi, Ajithkumar Arumugam, Venkatramaiah Nutalaptai, Amutha Selvaganesan et al.
Organic & Biomolecular Chemistry
Quinazolinone synthesis and applications
article

Photocatalyst-free synthesis of quinazolinones from o -aminobenzamides and rongalite under visible light

Gopal Chandru Senadi, Ajithkumar Arumugam, Venkatramaiah Nutalaptai, Amutha Selvaganesan, Sharmila Nokku
article en

Abstract

A photocatalyst-free method has been developed for the synthesis of quinazolinones from <i>o</i>-aminobenzamides and rongalite as a C<sub>1</sub> synthon under visible light for the first time. This transformation proceeds using atmospheric oxygen as the oxidant, involving the <i>in situ</i> generation of a superoxide radical anion (O<sub>2</sub>˙<sup>-</sup>), as supported by EPR analysis. Additionally, the formation of H<sub>2</sub>O<sub>2</sub> was confirmed by UV-Vis spectrophotometric analysis. Key features of this method include broad functional group tolerance, moderate to good yields, gram-scale applicability, and a proof-of-concept demonstration of <i>N</i>-formylation using <i>p</i>-anisidine.

Organic & Biomolecular ChemistryVol. 23(37)
SRM Institute of Science and Technology (IN), Kaohsiung Medical University (TW)
Openalex Percentile: Top 83%
Quinazolinone synthesis and applications
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