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1,3‐Dipolar cycloaddition reactions of 2‐phenyl‐4‐arylidene‐5(4 H )‐oxazolones with nitrile oxides
Author(s) -
Argyropoulos N. G.,
CoutouliArgyropoulou E.
Publication year - 1984
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570210532
Subject(s) - chemistry , oxazolone , nitrile , reagent , cycloaddition , nucleophile , ring (chemistry) , double bond , medicinal chemistry , nucleophilic addition , 1,3 dipolar cycloaddition , organic chemistry , catalysis
Stable nitrile oxides are added stereospecifically and regioselectively to the carboncarbon double bond of 2‐phenyl‐4‐arylidene‐5(4 H )‐oxazolones resulting spiro‐derivatives 3, 5 . The spectral properties of the reaction products are discussed. The cycloadducts give several substituted isoxazolines via an opening of the oxazolone ring with nucleophilic reagents.