Efficient and Sustainable One‐pot Synthesis of α‐Carbonyl Homoallylic Alcohols from Benzaldehyde and Allylic Alcohols Using both NHC and Nickel Catalysts-Reference-Cited by-同舟云学术

Efficient and Sustainable One‐pot Synthesis of α‐Carbonyl Homoallylic Alcohols from Benzaldehyde and Allylic Alcohols Using both NHC and Nickel Catalysts

Published:2023-04-26 Issue:10 Volume:15 Page:
ISSN:1867-3880
Container-title:ChemCatChem
language:en
Short-container-title:ChemCatChem

Author:

Homrani Yasmina¹²,Mouhsine Bouchaib²³,Béthegnies Aurélien²,El Amrani Mohamed Amin¹,Karim Abdallah³,Suisse Isabelle²,Sauthier Mathieu²^ORCID

Affiliation:

1. LOCA, FS Abdelmalek Essaadi University 93000 Tetouan Morocco

2. Univ. Lille, CNRS, Centrale Lille, ENSCL, Univ. Artois UMR 8181 – UCCS Unité de Catalyse et Chimie du Solide F-59000 Lille France

3. Équipe de Chimie de Coordination et de Catalyse Département de Chimie Faculté des Sciences Semlalia Université Cadi Ayyad BP 2390 Marrakech Morocco

Abstract

Abstractα‐carbonyl homoallylic alcohols have been synthesized in a one‐pot reaction from benzaldehyde and allylic alcohols. The nickel‐catalyzed allylation of α‐hydroxyketones has first been studied and allowed the identification of Ni(cod)2/dppf as the most suitable catalytic system. The tandem reaction that combines the benzoin condensation of aldehydes (synthesis of α‐hydroxyketones) promoted by the 1,3‐dimethylimidazolium chloride/DBU system and the nickel‐catalyzed allylic alkylation with allylic alcohol has been realized in EtOH as green solvent. The reaction is 100 % atom‐economical and water is formed as sole by‐product. A broad scope of different benzaldehyde derivatives as well as various allylic alcohols is also described.

Publisher

Wiley

Subject

Inorganic Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Catalysis

Link

https://onlinelibrary.wiley.com/doi/pdf/10.1002/cctc.202300038

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