From the journal:

Organic & Biomolecular Chemistry

Assembly of 1,3-diaryl-1H-pyrazoles via base-mediated [3 + 2] cycloaddition†

Tenglong Xu,a   Zimei Zhong,a   Jianwei Yan,a   Yi Chen,a   Aifang Wang ORCID logo *a  and  Min Wang ORCID logo *a  

* Corresponding authors

a College of Material, Chemistry and Chemical Engineering, Key Laboratory of Organosilicon Chemistry and Material Technology, Ministry of Education, Hangzhou Normal University, Hangzhou, P. R. China
E-mail: wangaf@hznu.edu.cn, mwang@hznu.edu.cn

Abstract

1,3-Diaryl-1H-pyrazoles, serving as privileged heterocyclic scaffolds, demonstrate significant application potential in pharmaceutical development, functional materials, and agrochemical industries. This study presents a synthetic strategy based on [3 + 2] cycloaddition, achieving efficient construction of 1,3-diaryl-1H-pyrazoles. A novel transition metal-free protocol was established through base-catalyzed intermolecular annulation of hydrazones with vinyl sulfoxides, followed by oxidation. The reaction system exhibited excellent substrate generality and demonstrated successful gram-scale synthesis. Subsequent investigations into synthetic applications further confirmed the methodology's practicality and scalability.

Graphical abstract: Assembly of 1,3-diaryl-1H-pyrazoles via base-mediated [3 + 2] cycloaddition

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Article information

DOI
https://doi.org/10.1039/D5OB00907C
Article type
Communication
Submitted
30 May 2025
Accepted
14 Jul 2025
First published
18 Jul 2025

Org. Biomol. Chem., 2025, Advance Article

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Assembly of 1,3-diaryl-1H-pyrazoles via base-mediated [3 + 2] cycloaddition

T. Xu, Z. Zhong, J. Yan, Y. Chen, A. Wang and M. Wang, Org. Biomol. Chem., 2025, Advance Article , DOI: 10.1039/D5OB00907C

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