Silver-Catalyzed [3 + 2] Cyclization Reaction of α-Azidovinyl Acids with RCF <sub>2</sub> -Imidoyl Sulfoxonium Ylides: Synthesis of Polyfluoroalkyl-Substituted 2 <i>H</i> -Pyrrole Derivatives
A silver-catalyzed [3 + 2] cyclization of α-azidovinyl acids with RCF<sub>2</sub>-imidoyl sulfoxonium ylides has been developed for the first time. This transformation provides an efficient method for constructing polyfluoroalkyl-substituted 2<i>H</i>-pyrroles from readily available precursors with the formation of C-N and C-C bonds in a single step. Further applications, including the synthesis of CF<sub>3</sub>-substituted 1<i>H</i>-pyrrole and <i>N</i>-methyl-4-phenyl-<i>N</i>-(<i>p</i>-tolyl)-2-(trifluoromethyl)-2<i>H</i>-pyrrol-2-amine, demonstrated the immense potential and versatility of this cyclization reaction.
Authors
- Lixue Su
- Hongyu Wang
- Ming Yang (ORCID: https://orcid.org/0000-0002-0020-8683)
- Xiaobo Yang (ORCID: https://orcid.org/0000-0001-7901-3901)
- Xiubin Bu
- Yu-Long Zhao
- Ruihan Jiang
Institutions
- Northeast Normal University (CN)
- Shenyang Normal University (CN)
- Institute of Catalysis and Petrochemistry (RU)
- Laboratoire de Synthèse Organique (FR)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2026-01-22
- DOI
- https://doi.org/10.1021/acs.joc.5c02888
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.00