Base-Mediated Synthesis of Polysubstituted Pyrroles from <i>N</i>-Allyl Ketimines and Alkynes: Interplay of Carbanions
Terminal (het)arylacetylenes react (KOBu<sup>t</sup>/DMSO, 60 °C, 1 h) with <i>N</i>-allyl ketimines to afford 2-(het)aryl-4-(het)arylmetyl-5-ethylpyrroles in up to 71% yield as a result of the interaction of acetylenic and azadienic carbanions with C=N and C≡C bonds. This new reaction opens a one-pot access to synthetically and pharmaceutically prospective compounds.
Authors
- Elena Yu. Schmidt (ORCID: https://orcid.org/0000-0002-0188-3015)
- Igor А. Ushakov (ORCID: https://orcid.org/0000-0003-0176-1699)
- Ivan A. Bidusenko (ORCID: https://orcid.org/0000-0003-0783-6233)
- Б. А. Трофимов (ORCID: https://orcid.org/0000-0002-0430-3215)
- Anastasia A. Kvashnina
Institutions
- A.E. Favorsky Irkutsk Institute of Chemistry (RU)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-05-20
- DOI
- https://doi.org/10.1021/acs.orglett.5c01545
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00