Iodine-Promoted Ring-Opening <i>α,β</i>-Difunctionalization of Cyclopropanols with Enaminones: A Selective Route to 2,4-Diacylpyrroles
In this work, we report a novel I<sub>2</sub>-mediated ring-opening <i>α,β</i>-difunctionalization of cyclopropyl alcohols with enaminones for the first time. The selective [3 + 2] annulation instead of [3 + 3] annulation under metal-free conditions enables a straightforward and efficient synthesis of structurally important 2,4-diacylpyrroles. Notably, this methodology dispenses with metal catalysts, proceeds under mild reaction conditions, and features not only simple operation but also suitability for gram-scale preparation and late-stage functionalization of complex bioactive molecules.
Authors
- Jun‐Long Zhan (ORCID: https://orcid.org/0000-0002-2407-9513)
- Meng-Shuang Zhang (ORCID: https://orcid.org/0009-0001-0699-0362)
- Yunhe Lv (ORCID: https://orcid.org/0000-0001-5804-7475)
- Yu-Ting Huang
- Qiang Meng (ORCID: https://orcid.org/0000-0003-4507-8947)
- Lin Zhu (ORCID: https://orcid.org/0000-0001-6687-2707)
- Ying Cui (ORCID: https://orcid.org/0000-0002-4534-1904)
- Chunyan Xie (ORCID: https://orcid.org/0000-0003-0593-274X)
- Shen-ao Yuan
- J. J. Wei
Institutions
- Anyang Normal University (CN)
- Laboratoire de Synthèse Organique (FR)
- Monash University (AU)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-09-04
- DOI
- https://doi.org/10.1021/acs.orglett.5c03405
- Citations
- 1
- Primary Topic
- Synthesis and Characterization of Pyrroles
- Type
- article
- Field-Weighted Citation Impact
- 0.94
Funders
- Natural Science Foundation of Henan Province
- Anyang Normal University