Transformations of gem-dichloroarylcyclopropanes in the reaction with NOCl·2SO3. Synthesis of 3-aryl-5-chloroisoxazoles

Nitrosation with complex NOCl·2SO 3 of gem -dichloroarylcyclopropanes containing acceptor substituents in the aromatic ring proceeded chemo- and regioselectively affording 3-aryl-5-chloroisoxazoles in high yields. The presence of donor substituents complicated the reaction by the occurrence of compe...

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Bibliographic Details
Published in:Russian journal of organic chemistry 2013-02, Vol.49 (2), p.186-194
Main Authors: Bondarenko, O. B., Gavrilova, A. Yu, Murodov, D. S., Zefirov, N. S., Zyk, N. V.
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Organic Chemistry
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Summary:Nitrosation with complex NOCl·2SO 3 of gem -dichloroarylcyclopropanes containing acceptor substituents in the aromatic ring proceeded chemo- and regioselectively affording 3-aryl-5-chloroisoxazoles in high yields. The presence of donor substituents complicated the reaction by the occurrence of competing processes.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428013020024