Synthesis of 4-trifluoromethyl-3,4-dihydro-1,3,5-triazino[2,1-a]isoindol-2-ones by cyclocondensation of 1-aryl-1-chloro-2,2,2-trifluoroethyl isocyanates with 3-amino-1-arylimino-1H-isoindoles

4-Trifluoromethyl-3,4-dihydro-1,3,5-triazino[2,1-a]isoindol-2-ones were prepared by reaction of 1-aryl-1-chloro-2,2,2-trifluoroethyl isocyanates with 3-amino-1-arylimino-1H-isoindoles in the presence of triethylamine. In some events alongside the main product isomeric 2-trifluoromethyl-2,3-dihydro-1...

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Published inRussian journal of organic chemistry Vol. 43; no. 2; pp. 263 - 270
Main Authors Biitseva, A. V., Gordienko, O. V., Kornilov, M. Yu, Sukach, V. A., Vovk, M. V., Shishkin, O. V., D'yakonenko, V. V.
Format Journal Article
LanguageEnglish
Published NEW YORK Springer Nature 01.02.2007
Springer Nature B.V
Subjects
Aromatic compounds
Chemistry
Chemistry, Organic
Isocyanates
Organic chemistry
Physical Sciences
Regioselectivity
Science & Technology
Triethylamine
CHEMISTRY
NUCLEAR MAGNETIC-RESONANCE
SPECTRA
DERIVATIVES
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Summary:4-Trifluoromethyl-3,4-dihydro-1,3,5-triazino[2,1-a]isoindol-2-ones were prepared by reaction of 1-aryl-1-chloro-2,2,2-trifluoroethyl isocyanates with 3-amino-1-arylimino-1H-isoindoles in the presence of triethylamine. In some events alongside the main product isomeric 2-trifluoromethyl-2,3-dihydro-1,3,5-triazino[2,1-a]isoindol-4 ones were obtained. The regioselcctivity of the reaction is affected by sterical and electronic characteristics of substituents and by temperature.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428007020182