Acid-Catalyzed, Metal- and Oxidant-Free C=C Bond Cleavage of Enaminones: One-Pot Synthesis of 3,4-Dihydroquinazolines

In this study, we present the HOAc-catalyzed selective cleavage of the C=C double bond of enaminones, enabling the formation of a new C-N bond and a new C=N bond for the one-pot synthesis of 2-substituted 3,4-dihydroquinazolines directly from ynones and 2-(aminomethyl)anilines. This method operates in ethanol under transition-metal-free and oxidant-free conditions, offering a sustainable and efficient approach for the synthesis of 3,4-dihydroquinazolines with broad functional group tolerance.

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Publication Details

Journal
Molecules
Published
2025-01-16
DOI
https://doi.org/10.3390/molecules30020350
Citations
2
Primary Topic
Quinazolinone synthesis and applications
Type
article
Field-Weighted Citation Impact
1.87

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article

Acid-Catalyzed, Metal- and Oxidant-Free C=C Bond Cleavage of Enaminones: One-Pot Synthesis of 3,4-Dihydroquinazolines

Mao-Chun Ye, Ting Huang, Jinhai Shen, Ting Chen
2 citations
Molecules
Quinazolinone synthesis and applications
1.87
article

Acid-Catalyzed, Metal- and Oxidant-Free C=C Bond Cleavage of Enaminones: One-Pot Synthesis of 3,4-Dihydroquinazolines

Mao-Chun Ye, Ting Huang, Jinhai Shen, Ting Chen
article en
2 citations

Abstract

In this study, we present the HOAc-catalyzed selective cleavage of the C=C double bond of enaminones, enabling the formation of a new C-N bond and a new C=N bond for the one-pot synthesis of 2-substituted 3,4-dihydroquinazolines directly from ynones and 2-(aminomethyl)anilines. This method operates in ethanol under transition-metal-free and oxidant-free conditions, offering a sustainable and efficient approach for the synthesis of 3,4-dihydroquinazolines with broad functional group tolerance.

MoleculesVol. 30(2)
Xiamen University (CN)
Huaqiao University
Responsible consumption and production
Openalex Percentile: Top 18%
Quinazolinone synthesis and applications
1.87
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