A heterogeneous gold(I)-catalyzed regioselective hydration of propargyl acetates toward α-acyloxy methyl ketones

Publication date: Available online 26 January 2020Source: Journal of Organometallic ChemistryAuthor(s): Yingying Du, Fang Yao, Rongli Zhang, Mingzhong CaiAbstractA heterogeneous gold(I)-catalyzed regioselective hydration of propargyl acetates has been developed that proceeds smoothly in 1,4-dioxane at room temperature in the presence of 1 mol% diphenylphosphine-modified MCM-41-anchored gold(I) complex [Ph2P-MCM-41-AuSbF6] as catalyst and provides an efficient and practical approach for the synthesis of a variety of α-acyloxy methyl ketones with high atom economy, good to excellent yield, and high functional group tolerance. This new immobilized gold(I) catalyst can readily be obtained by a simple preparative procedure from commercially available reagents, and recovered via a filtration process and reused at least seven times without apparent loss of activity.Graphical abstract

Source: Journal of Organometallic Chemistry - January 27, 2020 Category: Chemistry Source Type: research