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Synthesis of o-dimethylene isoxazole via isoxazole-fused 3-sulfolene

โœ Scribed by Ta-shue Chou; Ruei-Chih Chang


Book ID
104214748
Publisher
Elsevier Science
Year
1992
Tongue
French
Weight
232 KB
Volume
33
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


A bstract Isoxmole-fused 3-su(foiene 12 has been synthesized from the readily available starting material 7 in three steps. Heating compound 12 at 160-180 C generates odimethylene isoxmole bb which undergoes smooth cycloaddition reactions.

The generation and synthetic applications of o-quinodimethane 11 and indolo-2, fquinodimethane 22 have been extensively explored. However, there are only scattered reports on the study of other o-


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Cycloaddition of alkynes to resin bound nitrile oxides gives after cleavage of 3,4,5 trisubstituted isoxazoles in acceptable yields and fair to good purity, depending on the alkyne substituents. The reaction has been automated on the ACT 496 synthesiser.