The Easy Approach to N-Hydroxy-N-cycloalkenylamides through Nitrosocarbonyl Ene Reactions to Cycloalkenes: Valuable Compounds for Antiviral Syntheses

Abstract

An easy approach to N-hydroxy-N-cycloalkenylamides, ene adducts of cyclic alkenes of different sizes, is presented. The products can be obtained both through the thermal generation of the nitrosocarbonyl intermediates and via the photochemical fragmentation of the Wieland heterocycle, this being the mildest way to generate these fleeting species, also affording the best results so far in terms of chemical yields. The use of the ene reaction for the synthesis of biologically active molecules represents an interesting and valuable aspect of modern organic synthesis, and this is the strategy proposed as a remarkable alternative to current methods.

Key words

nitrosocarbonyl - ene reactions - cycloalkenes - hydroxylamines - amides - antivirals

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