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

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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.

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

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Publication details

The article was received on 30 Aug 2017, accepted on 14 Oct 2017 and first published on 16 Oct 2017


Article type: Research Article
DOI: 10.1039/C7QO00783C
Citation: Org. Chem. Front., 2018, Advance Article
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    Metal-free annulation of β-acylamino ketones: facile access to spirooxazolines and oxazolines via oxidative C–O bond formation

    S. S. Chavan, B. D. Rupanawar, R. B. Kamble, A. M. Shelke and G. Suryavanshi, Org. Chem. Front., 2018, Advance Article , DOI: 10.1039/C7QO00783C

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