Issue 100, 2022

Palladium-catalyzed acetalization/cyclization of enynones with alcohols: rapid access to functionalized dihaloalkenyl dihydrofurans

Abstract

Herein, we report a straightforward method to access alkenyl dihydrofurans via palladium-catalyzed acetalization/annulation from conjugated enynones and alcohols. The reaction undergoes a 5-exo-dig cyclization process, with the formation of four new chemical bonds including two carbon–halogen bonds on the exocyclic alkenyl moiety. Preliminary mechanistic studies suggest that the haloalkyne generated in situ should be involved in this transformation.

Graphical abstract: Palladium-catalyzed acetalization/cyclization of enynones with alcohols: rapid access to functionalized dihaloalkenyl dihydrofurans

Supplementary files

Article information

Article type
Communication
Submitted
15 Jul 2022
Accepted
18 Nov 2022
First published
29 Nov 2022

Chem. Commun., 2022,58, 13907-13910

Palladium-catalyzed acetalization/cyclization of enynones with alcohols: rapid access to functionalized dihaloalkenyl dihydrofurans

R. Ma, Y. Chen, S. Fang, H. Jiang, S. Yang and W. Wu, Chem. Commun., 2022, 58, 13907 DOI: 10.1039/D2CC03949D

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