Chemical Transformations of 2-(3-Aryl-4-nitrobutanoyl)-5,5-dimethylcyclohexane-1,3-diones: II. Synthesis of New 6,7-Dihydro-1,2-benzoxazol-4(5H)-ones with Functionalized Side Chain

Transformation of the nitromethyl group in 3-(2-aryl-3-nitropropyl)-6,6-dimethyl-6,7-dihydro-1,2-benzoxazol-4(5 H )-ones by the Nef reaction gave the corresponding aldehydes. Jones oxidation of the latter afforded carboxylic acids together with oxidative decarboxylation products. The possibility for...

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Bibliographic Details
Published in:Russian journal of organic chemistry 2018-06, Vol.54 (6), p.844-854
Main Authors: Pashkovskii, F. S., Dontsu, Yu. S., Rubinov, D. B., Lakhvich, F. A.
Format: Article
Language:English
Subjects:
Aldehydes
Aromatic compounds
Carboxylic acids
Chemical synthesis
Chemistry
Chemistry and Materials Science
Decarboxylation
Diketones
Organic Chemistry
Oxidation
Transformations
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Summary:Transformation of the nitromethyl group in 3-(2-aryl-3-nitropropyl)-6,6-dimethyl-6,7-dihydro-1,2-benzoxazol-4(5 H )-ones by the Nef reaction gave the corresponding aldehydes. Jones oxidation of the latter afforded carboxylic acids together with oxidative decarboxylation products. The possibility for the construction of heterocyclic fragment on the basis of the formyl or carboxylmethyl group of the resulting 6,7-dihydro-1,2-benzoxazol-4(5 H )-one derivatives was studied.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428018060040