Deep eutectic solvent-catalyzed Meyer–Schuster rearrangement of propargylic alcohols under mild and bench reaction conditions. Issue 96 (20th November 2020)

• Record Type: Journal Article
• Authors: Ríos-Lombardía, Nicolás; Cicco, Luciana; Yamamoto, Kota; Hernández-Fernández, José A.; Morís, Francisco; Capriati, Vito; García-Álvarez, Joaquín; González-Sabín, Javier
• Is Part Of: Chemical communications. Volume 56:Issue 96(2020)
• Page Start: 15165
• Page End: 15168
• Publication Date: 2020-11-20
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d0cc06584f
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : Faster, milder, greener…better! The Meyer–Schuster rearrangement is disclosed for the first time in a deep eutectic solvent, namely FeCl3 ·6H2 O/glycerol (3 : 1), enabling the reaction at room temperature, under air and with short reaction times. Abstract : The Meyer–Schuster rearrangement of propargylic alcohols into α, β-unsaturated carbonyl compounds has been revisited by setting up an atom-economic process catalyzed by a deep eutectic solvent FeCl3 ·6H2 O/glycerol. Isomerizations take place smoothly, at room temperature, under air and with short reaction times. The unique solubilizing properties of the eutectic mixture enabled the use of a substrate concentration up to 1.0 M with the medium being recycled up to ten runs without any loss of catalytic activity.