Article detail · 2019
A New Strategy for the Synthesis of 4‐Propargyl‐Substituted 1H‐Pyrroles from N‐(5‐phenyl‐2,4‐pentadiynyl) β‐Enaminones
Journal
WileyISSN 2365-6549
The ISSN points to another catalog journal; the name is from the YÖKSİS record.
- Year
- 2019
- Type
- article
Data source split
- YÖKSİS YÖKSİS article record
- YÖKSİS venue Wiley
- Catalog match (ISSN) ChemistrySelect
- OpenAlex OpenAlex enrichment (abstract, citations, topics)
Abstract
OpenAlex · English
Abstract A new method for the synthesis of 4‐propargyl‐substituted 1 H ‐pyrroles is described. When treated with sodium hydride in refluxing dichloromethane, N ‐(5‐phenyl‐2,4‐pentadiynyl) β‐enaminones, synthesized by the coupling of N ‐propargylic β‐enaminones with phenylacetylene, afforded 4‐propargyl‐substituted pyrrole derivatives. This conversion was general for a variety of N ‐(5‐phenyl‐2,4‐pentadiynyl) β‐enaminones and displayed broad functional group tolerance. During the reaction, not only cyclization of linear precursors to pyrrole ring takes place, but also propargyl group is introduced to pyrrole core in one‐pot. The enrichment of pyrrole compounds with a propargyl unit might exhibit potential for the synthesis of heterocyclic molecules of pharmacological interest.
Topics
Citations
OpenAlex cited_by_count. Not a WoS or Scopus citation count; those sources have no separate column here.
10 citations
OpenAlex cited_by_count (cache / database)
20 publications in the local catalog that cite this work (OpenAlex reference match; not the full global list).
- One-Pot Synthesis of 2-Acetyl-1H-pyrroles from N-Propargylic β-Enaminones via Intermediacy of 1,4-Oxazepines 2021
- One-Pot Synthesis of 2-Acetyl-1H-pyrroles from N-Propargylic β-Enaminones via Intermediacy of 1,4-Oxazepines 2021
- Synthesis of 3-[(4-Nitrophenyl)thio]-Substituted 4-Methylene-1-pyrrolines from N-Propargylic β-Enaminones 2020
- N‐Propargylic β‐enaminones in breast cancer cells: Cytotoxicity, apoptosis, and cell cycle analyses 2023
- N‐Propargylic β‐enaminones in breast cancer cells: Cytotoxicity, apoptosis, and cell cycle analyses 2023
- N‐Propargylic β‐enaminones in breast cancer cells: Cytotoxicity, apoptosis, and cell cycle analyses 2023
- N‐Propargylic β‐enaminones in breast cancer cells: Cytotoxicity, apoptosis, and cell cycle analyses 2023
- A facile one-pot synthesis of 2-(prop-2-yn-1-ylidene)-2,3-dihydro-1,4-thiazepines 2021
- A facile one-pot synthesis of 2-(prop-2-yn-1-ylidene)-2,3-dihydro-1,4-thiazepines 2020
- A facile synthesis of a novel family of heterotricyclic hybrids: Spiro-pyrrolopyridazines 2022