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

Author:

Quadrelli Paolo1ORCID,Hameed Karzan2,Amin Ahmed2,Hussain Faiq3,Memeo Misal1,Moiola Mattia1

Affiliation:

1. Dipartimento di Chimica, Università degli Studi di Pavia

2. Salahaddin University – Erbil, Department of Chemistry, College of Science

3. Research Center-Ishik University

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.

Funder

University of Pavia, MIUR

COST Action

VIPCAT – Value Added Innovative Protocols for Catalytic Transformations

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Catalysis

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