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Reactions of nitrile oxides and nitrile imines with 4-arylidene-2-phenyl-5(4H)-thiazolones

✍ Scribed by Coutouli-Argyropoulou, Evdoxia ;Thessalonikeos, Elisavet

Publisher
John Wiley and Sons
Year
1990
Tongue
English
Weight
432 KB
Volume
1990
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

Nitrile oxides 2a, b and nitrile imines 2c–e are added to the C  C bond of 4‐arylidene‐2‐phenyl‐5(4__H__)‐thiazolones 1 to afford spiro‐isoxazolines 3a–d and spiro‐pyrazolines 3e–j, respectively. The cycloaddition reactions are regioselective and only one of the two possible regioisomers is isolated. Reactions of the cycloadducts with nucleophiles lead to isoxazole and pyrazole derivatives 8 and 10 by opening of the thiazolone ring.

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