Modular Synthesis of 3,4‐Disubstituted Pyrroles Through Three‐Component Van Leusen Reaction of Propargylamines with Tosylmethyl Isocyanide and Water
A novel three‐component van Leusen strategy has been developed for the efficient and straightforward synthesis of valuable 3,4‐disubstituted pyrroles from easily available propargylamines, tosylmethyl isocyanide, and water. This transformation advances through the formation of a pyrrole framework via [3 + 2] cycloaddition with tosylmethyl isocyanide and a sequential nucleophilic substitution, ring‐opening, and deprotonation/protonation cascade process. This reaction provides a convenient modular access to pyrrole derivatives with aryl and benzoyl groups through the formation of three new bonds and one heterocycle from readily available acyclic precursors in a single step.
Authors
- Binbin Fei
- Qiang Tang (ORCID: https://orcid.org/0000-0001-7490-1432)
- Xinwei He (ORCID: https://orcid.org/0000-0002-1974-2464)
- Yongjia Shang (ORCID: https://orcid.org/0000-0001-9873-9150)
- Yanan Liu (ORCID: https://orcid.org/0000-0001-8646-4719)
- Yangzilin Kong
- Na Gu
Institutions
- Wannan Medical College (CN)
- First Affiliated Hospital of Wannan Medical College (CN)
- Anhui Normal University (CN)
Publication Details
- Journal
- European Journal of Organic Chemistry
- Published
- 2025-10-08
- DOI
- https://doi.org/10.1002/ejoc.202500855
- Primary Topic
- Synthesis and Characterization of Pyrroles
- Type
- article
- Field-Weighted Citation Impact
- 0.00