Article detail · 2021
One-Pot Synthesis of 2-Acetyl-1H-pyrroles from N-Propargylic β-Enaminones via Intermediacy of 1,4-Oxazepines
Journal
American Chemical Society (ACS)ISSN 0022-3263
The ISSN points to another catalog journal; the name is from the YÖKSİS record.
- Year
- 2021
- Type
- article
Data source split
- YÖKSİS YÖKSİS article record
- YÖKSİS venue American Chemical Society (ACS)
- Catalog match (ISSN) Journal of Organic Chemistry
- OpenAlex OpenAlex enrichment (abstract, citations, topics)
Abstract
OpenAlex · English
A one-pot two-step protocol for the synthesis of 2-acetyl-1 H -pyrroles from N -propargylic β-enaminones was described. When treated with zinc chloride in refluxing chloroform, N -propargylic β-enaminones produced in situ 2-methylene-2,3-dihydro-1,4-oxazepines, which, upon further refluxing in methanol with zinc chloride, afforded 2-acetyl-1 H -pyrroles. The process was found to be general for a wide variety of N -propargylic β-enaminones and yielded a diverse range of 2-acetyl-1 H -pyrroles in good to high yields with large substrate scope and good functional group tolerance. This operationally easy method may provide a rapid access to functionalized 2-acetyl-1 H -pyrroles of pharmacological interest.
Topics
Citations
OpenAlex cited_by_count. Not a WoS or Scopus citation count; those sources have no separate column here.
27 citations
OpenAlex cited_by_count (cache / database)
11 publications in the local catalog that cite this work (OpenAlex reference match; not the full global list).
- 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
- Facile synthesis of unknown 6,7-dihydrofuro[3,4-c]pyridines and 3,4-diaryloylpyridines from N-homopropargylic β-enaminones 2025
- Facile synthesis of unknown 6,7-dihydrofuro[3,4-c]pyridines and 3,4-diaryloylpyridines from N-homopropargylic β-enaminones 2025
- Facile synthesis of unknown 6,7-dihydrofuro[3,4-c]pyridines and 3,4-diaryloylpyridines from N-homopropargylic β-enaminones 2025
- InCl3-Catalyzed One-Pot Synthesis of Pyrrolo/Indolo- and Benzooxazepino-Fused Quinoxalines 2024
- InCl3-Catalyzed One-Pot Synthesis of Pyrrolo/Indolo- and Benzooxazepino-Fused Quinoxalines 2024
- Rapid Access to 1,2,3,4-Tetrasubstituted Benzenes and 3-Alkenyl-1,2-dihydropyridines 2026