One-Pot Synthesis of Trifluoromethylated Iodoisoxazoles via the Reaction of Trifluoroacetohydroximoyl Chloride with Terminal Alkynes and N-Iodosuccinimide

Abstract

Trifluoromethylated iodoisoxazoles have been synthesized by the reaction of trifluoroacetohydroximoyl chloride, alkynes, and N-iodosuccinimide in a one-pot reaction under metal-free and mild conditions. An array of iodoisoxazole compounds with a wide range of functionalities was obtained in moderate to good yields. The iodine-substituted isoxazoles render versatile reaction sites for subsequent conversion. Plausible pathways are proposed based on the control experiments.

Key words

alkynes - cycloaddition - trifluoromethylated iodoisoxa­zoles - hydroximoyl chloride - synthetic methods

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