Addition of Benzyl Halides to Aldehydes and Imines Using Photoactivated TDAE: Access to 3,4-Dihydroisocoumarins, 1,2-Diarylethanols, and 1,2-Diarylcarbamates under Metal-Free Conditions.


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:
18 Mar 2022
Historique:
pubmed: 9 3 2022
medline: 9 3 2022
entrez: 8 3 2022
Statut: ppublish

Résumé

We describe herein the intermolecular addition reaction of benzyl halides to aldehydes and imines using photoactivated tetrakis(dimethylamino)ethylene (TDAE) as superphotoreductant. 3,4-Dihydroisocoumarins, 1,2-diarylethanols, and 1,2-diarylcarbamates were obtained with good functional group tolerance using simple, mild, and metal-free conditions.

Identifiants

pubmed: 35258309
doi: 10.1021/acs.joc.2c00074
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

4483-4488

Auteurs

Cédric Spitz (C)

Aix Marseille Univ, CNRS, ICR UMR CNRS 7273, Equipe Pharmaco-Chimie Radicalaire, Faculté de Pharmacie, 27 Boulevard Jean Moulin - CS 30064, Cedex 05, 13385 Marseille, France.

Morgane Bertrand (M)

Aix Marseille Univ, CNRS, ICR UMR CNRS 7273, Equipe Pharmaco-Chimie Radicalaire, Faculté de Pharmacie, 27 Boulevard Jean Moulin - CS 30064, Cedex 05, 13385 Marseille, France.

Vincent Remusat (V)

Aix Marseille Univ, CNRS, ICR UMR CNRS 7273, Equipe Pharmaco-Chimie Radicalaire, Faculté de Pharmacie, 27 Boulevard Jean Moulin - CS 30064, Cedex 05, 13385 Marseille, France.

Thierry Terme (T)

Aix Marseille Univ, CNRS, ICR UMR CNRS 7273, Equipe Pharmaco-Chimie Radicalaire, Faculté de Pharmacie, 27 Boulevard Jean Moulin - CS 30064, Cedex 05, 13385 Marseille, France.

Patrice Vanelle (P)

Aix Marseille Univ, CNRS, ICR UMR CNRS 7273, Equipe Pharmaco-Chimie Radicalaire, Faculté de Pharmacie, 27 Boulevard Jean Moulin - CS 30064, Cedex 05, 13385 Marseille, France.

Classifications MeSH