Metal-free annulation of β-acylamino ketones: facile access to spirooxazolines and oxazolines via oxidative C–O bond formation

Abstract

A metal-free annulation reaction of β-acylamino ketone derivatives has been reported for the synthesis of a group of functionalized spirooxazolines and oxazolines in good to excellent yields. The reaction proceeds via phenyliodine(III) diacetate (PIDA)-mediated oxidative C–O bond formation in the presence of BF₃–OEt₂. The mild reaction conditions, broad substrate scope, simple execution and synthetic potential of the products make this novel protocol very attractive.