Unexpected Oxidative Ring Opening of Electron-Rich 3-Aminobenzofurans into α-Ketoimines Derivatives.


Journal

The Journal of organic chemistry
ISSN: 1520-6904
Titre abrégé: J Org Chem
Pays: United States
ID NLM: 2985193R

Informations de publication

Date de publication:
15 02 2019
Historique:
pubmed: 24 10 2018
medline: 24 10 2018
entrez: 24 10 2018
Statut: ppublish

Résumé

An unexpected ring opening of 3-aminobenzofurans promoted by NaO tBu in hot toluene, leading to a variety of α-ketoimines, is described. In the presence of 3-iodobenzofurans, NaO tBu mediates the 3-aminobenzofurans ring opening via a possible radical pathway without the help of any external radical sources.

Identifiants

pubmed: 30352149
doi: 10.1021/acs.joc.8b01685
doi:

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

1725-1733

Auteurs

Ilhem Khelifi (I)

Univ. Paris-Sud, BioCIS, CNRS, University Paris-Saclay, Equipe Labellisée Ligue Contre Le Cancer , F-92296 Châtenay-Malabry , France.

Guangkuan Zhao (G)

Univ. Paris-Sud, BioCIS, CNRS, University Paris-Saclay, Equipe Labellisée Ligue Contre Le Cancer , F-92296 Châtenay-Malabry , France.

Nour-Eddine Ghermani (NE)

Univ. Paris-Sud, Institut Galien Paris-Sud, CNRS, University Paris-Saclay , F-92296 Châtenay-Malabry , France.

Olivier Provot (O)

Univ. Paris-Sud, BioCIS, CNRS, University Paris-Saclay, Equipe Labellisée Ligue Contre Le Cancer , F-92296 Châtenay-Malabry , France.

Mouad Alami (M)

Univ. Paris-Sud, BioCIS, CNRS, University Paris-Saclay, Equipe Labellisée Ligue Contre Le Cancer , F-92296 Châtenay-Malabry , France.

Classifications MeSH