A New Route for the Synthesis of (Trichloromethyl)Quinazoline‐4(<scp>1<i>H</i></scp>)‐One and (1,2,3‐Triazole)‐Quinazoline‐4(<scp>1<i>H</i></scp>)‐One Functionalized Derivatives via Copper‐Catalyzed One‐Pot Multicomponent Reactions

ABSTRACT The synthesis of functionalized (trichloromethyl)quinazoline‐4(1 H )‐one with high yields through a novel three‐component intramolecular CH activation reaction from trichloroacetonitrile, benzoyl chlorides, and various primary amines is a remarkable achievement in organic chemistry. This strategy offers a direct and efficient route to access complex molecular structures from readily available starting materials. The use of copper (I) as a catalyst and L‐proline as a ligand in tetrahydrofuran at room temperature highlights the importance of transition metal catalysis in enabling selective CH activation processes. Furthermore, the subsequent transformation of the obtained product with phenylacetylene and sodium azide in the presence of a copper catalyst in water solvent at room temperature demonstrates the versatility of this synthetic approach in accessing new (1,2,3‐triazole)‐quinazoline‐4(1 H )‐one derivative. The combination of available starting materials, catalytic systems, mild reaction conditions, and ease of purification procedures contributes to the attractiveness of this method for the synthesis of diverse (trichloromethyl)quinazoline‐4(1 H )‐one and (1,2,3‐triazole)‐quinazoline‐4(1 H )‐one derivative.

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Publication Details

Journal
Journal of Heterocyclic Chemistry
Published
2024-09-27
DOI
https://doi.org/10.1002/jhet.4899
Citations
10
Primary Topic
Quinazolinone synthesis and applications
Type
article
Field-Weighted Citation Impact
2.50

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article

A New Route for the Synthesis of (Trichloromethyl)Quinazoline‐4(1H)‐One and (1,2,3‐Triazole)‐Quinazoline‐4(1H)‐One Functionalized Derivatives via Copper‐Catalyzed One‐Pot Multicomponent Reactions

Manijeh Nematpour
10 citations
Journal of Heterocyclic Chemistry
Quinazolinone synthesis and applications
2.50
article

A New Route for the Synthesis of (Trichloromethyl)Quinazoline‐4(1H)‐One and (1,2,3‐Triazole)‐Quinazoline‐4(1H)‐One Functionalized Derivatives via Copper‐Catalyzed One‐Pot Multicomponent Reactions

Manijeh Nematpour
article en
10 citations

Abstract

ABSTRACT The synthesis of functionalized (trichloromethyl)quinazoline‐4(1 H )‐one with high yields through a novel three‐component intramolecular CH activation reaction from trichloroacetonitrile, benzoyl chlorides, and various primary amines is a remarkable achievement in organic chemistry. This strategy offers a direct and efficient route to access complex molecular structures from readily available starting materials. The use of copper (I) as a catalyst and L‐proline as a ligand in tetrahydrofuran at room temperature highlights the importance of transition metal catalysis in enabling selective CH activation processes. Furthermore, the subsequent transformation of the obtained product with phenylacetylene and sodium azide in the presence of a copper catalyst in water solvent at room temperature demonstrates the versatility of this synthetic approach in accessing new (1,2,3‐triazole)‐quinazoline‐4(1 H )‐one derivative. The combination of available starting materials, catalytic systems, mild reaction conditions, and ease of purification procedures contributes to the attractiveness of this method for the synthesis of diverse (trichloromethyl)quinazoline‐4(1 H )‐one and (1,2,3‐triazole)‐quinazoline‐4(1 H )‐one derivative.

Journal of Heterocyclic ChemistryVol. 61(12)
Farhangian University (IR)
Farhangian University
Openalex Percentile: Top 11%
Quinazolinone synthesis and applications
2.50
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