Et₂MeN×HI-Catalyzed Reaction of Arylboronic Acids with 2-Acyl-2,3-dihydro-4H-pyrans Leading to 2-Aryltetrahydrocyclopenta[1,3,2]dioxaboroles

Abstract

The reaction of arylboronic acids with 2-acyl-2,3-dihydro-4H-pyrans proceeded smoothly in the presence of a catalytic amount of Et₂MeN˙HI to give acyl-substituted 2-aryltetrahydrocyclopenta[1,3,2]dioxaboroles in good yields. The reaction is likely to involve the acid-catalyzed ring-opening reaction of pyrans, an intramolecular aldol reaction, and condensation with boronic acids.

ring contraction - dihydropyran - boronic acid - cyclopentanediol - boronic ester

References

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