One-Pot Addition-Intramolecular N-Cyclization of Carbamates Mediated by Alkali Metallic Reagents as an Approach to 4-(Fluoroalkyl)oxazolidin-2-ones

Abstract

A mild and straightforward strategy for the synthesis of 4-(fluoroalkyl)oxazolidin-2-ones via one-pot addition-intramolecular N-cyclization of allyl carbamates with fluoroalkyl iodides is presented. The reaction proceeded in moderate to good yield through regiocontrol and an increase in the reactivity of the ambident nucleophiles by the use of alkali metallic reagents.

Key words

allyl carbamates - 4-(fluoroalkyl)oxazolidin-2-ones - addition-intramolecular N-cyclization - alkali metallic reagents

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