An Expedient Dehomologative Annulation Synthesis of Pyrazole‐4‐Azetone Under Mild Condition

ABSTRACT A mild and efficient method has been developed for the synthesis of pyrazole‐4‐azetones from pyrazole‐4‐carbazaldehyde and 4‐amino‐thiazole under mild conditions. Herein, we represent the first report that enables access directly to the core structure of pyrazole‐4‐azetone using 2‐amino‐thiazole. It is presumably acts as a nitrogen source proceeding via the formation of a Schiff base as an intermediate followed by a dehomologative annulation process. The present method has been generalized to a broad range of functional groups with good to excellent yields.

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Journal
Journal of Heterocyclic Chemistry
Published
2025-10-08
DOI
https://doi.org/10.1002/jhet.70095
Primary Topic
Synthesis of β-Lactam Compounds
Type
article
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article

An Expedient Dehomologative Annulation Synthesis of Pyrazole‐4‐Azetone Under Mild Condition

Subhash B. Junne, Archana B. Kadam, Vivek T. Humne, Rameshwar M. More et al.
Journal of Heterocyclic Chemistry
Synthesis of β-Lactam Compounds
article

An Expedient Dehomologative Annulation Synthesis of Pyrazole‐4‐Azetone Under Mild Condition

Subhash B. Junne, Archana B. Kadam, Vivek T. Humne, Rameshwar M. More, Ashwini L. Jakkawad
article en

Abstract

ABSTRACT A mild and efficient method has been developed for the synthesis of pyrazole‐4‐azetones from pyrazole‐4‐carbazaldehyde and 4‐amino‐thiazole under mild conditions. Herein, we represent the first report that enables access directly to the core structure of pyrazole‐4‐azetone using 2‐amino‐thiazole. It is presumably acts as a nitrogen source proceeding via the formation of a Schiff base as an intermediate followed by a dehomologative annulation process. The present method has been generalized to a broad range of functional groups with good to excellent yields.

Journal of Heterocyclic ChemistryVol. 62(12)
Sanskriti Samvardhan Mandal (IN), Shriram Institute for Industrial Research (IN), Department of Commerce (AU)
Openalex Percentile: Top 79%
Synthesis of β-Lactam Compounds
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