Assembly of 1,3-diaryl-1<i>H</i>-pyrazoles <i>via</i> base-mediated [3 + 2] cycloaddition
1,3-Diaryl-1<i>H</i>-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-1<i>H</i>-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.
Authors
- Tenglong Xu
- Ai‐Fang Wang (ORCID: https://orcid.org/0009-0007-7794-6194)
- Min Wang (ORCID: https://orcid.org/0000-0002-8776-1560)
- Jian Yan (ORCID: https://orcid.org/0000-0002-2986-2419)
- Yi Chen (ORCID: https://orcid.org/0009-0002-9002-0779)
- Zimei Zhong
Institutions
- Hangzhou Normal University (CN)
Publication Details
- Journal
- Organic & Biomolecular Chemistry
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d5ob00907c
- Citations
- 1
- Primary Topic
- Synthesis and Reactions of Organic Compounds
- Type
- article
- Field-Weighted Citation Impact
- 0.94
Funders
- National Natural Science Foundation of China