Difluoroenoxysilane, a commonly used difluoroallylating reagent, has attracted considerable attention in recent years. However, its application in the annulation reaction for the construction of fluorinated heterocyclic compounds remains relatively limited. Presented here is the Brønsted acid-catalyzed efficient formal [4 + 2] annulation of difluoroenoxysilanes with α-cyano chalcones. The developed protocol demonstrates tolerance to various substituents under mild reaction conditions, providing a reliable approach to construct -difluoro-3,4-dihydro-2-pyrans in good to excellent yields with high diastereoselectivities.

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.orglett.4c00078DOI Listing

Publication Analysis

Top Keywords

annulation difluoroenoxysilanes
8
difluoroenoxysilanes α-cyano
8
α-cyano chalcones
8
synthesis -difluoro-34-dihydro-2-pyrans
4
-difluoro-34-dihydro-2-pyrans tfoh-catalyzed
4
tfoh-catalyzed annulation
4
chalcones difluoroenoxysilane
4
difluoroenoxysilane commonly
4
commonly difluoroallylating
4
difluoroallylating reagent
4

Similar Publications

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!