Catalyst-free and oxidant-free cyclocondensation of 2-aminobenzamides with glycosides under visible light

A convenient and practical method for the mild synthesis of quinazolinones has been developed under visible light at room temperature in the absence of catalysts or additional oxidants. Under very mild reaction conditions, the quinazolinone moiety can be successfully introduced into deoxyuridine and helicid. This method afforded various 5-substituted deoxyuridine analogs and 4-substituted helicid derivatives in moderate to good yields (without column chromatography) across diverse aromatic and aliphatic aldehydes, proving effective for late-stage drug functionalization.

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Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ob00443h
Primary Topic
Quinazolinone synthesis and applications
Type
article
Field-Weighted Citation Impact
0.00

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article

Catalyst-free and oxidant-free cyclocondensation of 2-aminobenzamides with glycosides under visible light

Ziye Zhuang, Tiancheng Gong, Bing Sun, Jian Wang et al.
Organic & Biomolecular Chemistry
Quinazolinone synthesis and applications
article

Catalyst-free and oxidant-free cyclocondensation of 2-aminobenzamides with glycosides under visible light

Ziye Zhuang, Tiancheng Gong, Bing Sun, Jian Wang, Fang‐Lin Zhang
article en

Abstract

A convenient and practical method for the mild synthesis of quinazolinones has been developed under visible light at room temperature in the absence of catalysts or additional oxidants. Under very mild reaction conditions, the quinazolinone moiety can be successfully introduced into deoxyuridine and helicid. This method afforded various 5-substituted deoxyuridine analogs and 4-substituted helicid derivatives in moderate to good yields (without column chromatography) across diverse aromatic and aliphatic aldehydes, proving effective for late-stage drug functionalization.

Organic & Biomolecular ChemistryVol. 23(18)
Wuhan University of Technology (CN), Wuhan College (CN)
National Natural Science Foundation of China, Natural Science Foundation of Hubei Province
Life in Land
Openalex Percentile: Top 94%
Quinazolinone synthesis and applications
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