6533b82efe1ef96bd129273b

RESEARCH PRODUCT

Synthesis, characterization and X-ray structure of heterocyclic systems prepared via 1,3-dipolar cycloaddition of nitrile oxides with benzimidazolone

A. BaouidMohamed AdardourMohamed LoughzailSlimane DahaouiElena Zaballos-garcía

subject

Nitrile010405 organic chemistryChemistryOrganic ChemistryOxideX-rayRegioselectivity01 natural sciencesCycloaddition0104 chemical sciencesAnalytical ChemistryInorganic Chemistry010404 medicinal & biomolecular chemistrychemistry.chemical_compoundBenzonitrilePolymer chemistry13-Dipolar cycloadditionSingle crystalSpectroscopy

description

Abstract We report here a one-step synthesis of the new isoxazolyl-benzimidazolones and isoxazolinyl-benzimidazolones by 1,3-dipolar cycloaddition of the p-substituted benzonitrile oxides and mesitonitrile oxide with 1-cyclohex-1-en-1-yl-3-propargyl-benzimidazolone or 1-cyclohex-1-en-1-yl-3-allyl-benzimidazolone. In all cases these cycloadditions are completely regio- and chemoselective. The structures of new cycloadducts obtained are elucidated by their analytical and spectral data. The relative stereochemistry of the cycloadduct 8 was confirmed by single crystal X-ray analysis.

https://doi.org/10.1016/j.molstruc.2018.03.128