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

Authors：Ma, Ruize; Chen, Yang; Fang, Songjia; Jiang, Huanfeng; Yang, Shaorong; Wu, Wanqing^*

Source：Chemical Communications, 2022, 58(100): 13907-13910.

DOI：10.1039/d2cc03949d

• CYCLIZATION REACTION
• CASCADE REACTIONS
• INSERTION
• ALKYNES
• ISOCYANIDES

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.