One-Pot Selective Saturation and Functionalization of Heteroaromatics Leading to Dihydropyridines and Dihydroquinolines - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Journal of Organic Chemistry Année : 2020

One-Pot Selective Saturation and Functionalization of Heteroaromatics Leading to Dihydropyridines and Dihydroquinolines

Dong Wang
  • Fonction : Auteur
Yuanyang Jiang
  • Fonction : Auteur
Linru Dong
  • Fonction : Auteur
Gaoyu Li
  • Fonction : Auteur
Baoying Sun
  • Fonction : Auteur
Peng Yu
  • Fonction : Auteur

Résumé

A one-pot regioselective two C−C-bond-forming dearomatization of pyridines and quinolines is disclosed. Two 3,4-betaines are identified for the first time as very useful organic synthons in heterocyclic chemistry. Furthermore, the chemical reactivity of the prepared trifluoromethyl ketones, a new type of push−pull enones, has been explored to develop straightforward methods for their functionalization. This protocol represents a breakthrough in the dearomatization of heteroaromatics as both the selective saturation and functionalization of heteroaromatics are achieved in high efficiency by the attachment of two substituents, including the valuable trifluoromethyl ketone group.

Domaines

Chimie
Fichier principal
Vignette du fichier
JOC 2020 functionalization of dihydropyridines.pdf (1.55 Mo) Télécharger le fichier
Origine : Fichiers produits par l'(les) auteur(s)
Loading...

Dates et versions

hal-02996680 , version 1 (18-11-2020)

Identifiants

Citer

Dong Wang, Yuanyang Jiang, Linru Dong, Gaoyu Li, Baoying Sun, et al.. One-Pot Selective Saturation and Functionalization of Heteroaromatics Leading to Dihydropyridines and Dihydroquinolines. Journal of Organic Chemistry, 2020, 85 (7), pp.5027 - 5037. ⟨10.1021/acs.joc.0c00314⟩. ⟨hal-02996680⟩

Collections

CNRS
7 Consultations
147 Téléchargements

Altmetric

Partager

Gmail Facebook X LinkedIn More