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Formation of fluorinated 1-oxaspiro[2.5]octa-4,7-dienes from polyfluorinated cyclohexa-2,5-dienones with diazomethane and reactions with aryl and 2-chloroethyl isocyanates Full article

Journal European Journal of Organic Chemistry
ISSN: 1434-193X , E-ISSN: 1099-0690
Output data Year: 2005, Volume: 2005, Number: 6, Pages: 1178-1183 Pages count : DOI: 10.1002/ejoc.200400559
Tags fluorinated cyclohexadienones; heterocycles; oxiranes
Authors Kovtonyuk VN , Kobrina LS , Kataeva OM , Haufe G
Affiliations
1 (Данные Web of science) NN Vorozhtsov Inst Organ Chem, Novosibirsk 630090, Russia
2 (Данные Web of science) Univ Munster, Inst Organ Chem, D-48149 Munster, Germany

Abstract: The reactions of four polyfluorinated cyclohexa-2,5-dienones 1a-1d, additionally substituted with an electron withdrawing substituent at the 4-position, with diazomethane give mixtures of two diastereomeric fluorinated 1-oxaspiro[2.5]octa-4,7-dienes 2 and 3. Compounds 2a/3a and 2b/3b react with aryl and 2-chloroethyl isocyanates in the presence of lithium chloride or sodium pentafluorophenoxide to form fluorinated dihydro-1,3-benzoxazol-2(3H)-ones 5a-5c as the major products, ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005).
Cite: Kovtonyuk V. , Kobrina L. , Kataeva O. , Haufe G.
Formation of fluorinated 1-oxaspiro[2.5]octa-4,7-dienes from polyfluorinated cyclohexa-2,5-dienones with diazomethane and reactions with aryl and 2-chloroethyl isocyanates
European Journal of Organic Chemistry. 2005. V.2005. N6. P.1178-1183. DOI: 10.1002/ejoc.200400559 WOS Scopus РИНЦ OpenAlex
Dates:
Published print: Mar 1, 2005
Identifiers:
Web of science: WOS:000227956400021
Scopus: 2-s2.0-15944402110
Elibrary: 13494840
OpenAlex: W2163147013
Citing:
DB Citing
Web of science 6
Scopus 7
Elibrary 7
OpenAlex 5
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