Synthesis of 4-trifluoromethyl-3,4-dihydro-1,3,5-triazino[2,1-<Emphasis Type="Italic">a</Emphasis>]isoindol-2-ones by cyclocondensation of 1-aryl-1-chloro-2,2,2-trifluoroethyl isocyanates with 3-amino-1-arylimino-1<Emphasis Type="Italic">H</Emphasis>-isoindoles |
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Authors: | A V Biitseva O V Gordienko M Yu Kornilov V A Sukach M V Vovk O V Shishkin V V D’yakonenko |
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Institution: | (1) Taras Shevchenko Kiev National University, Kiev, 01033, Ukraine;(2) Institute of Organic Chemistry, National Academy of Sciences of the Ukraine, Kiev, Ukraine;(3) Research and Technology Enterprise “Institute of Single Crystals”, National Academy of Sciences of the Ukraine, Kiev, Ukraine |
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Abstract: | 4-Trifluoromethyl-3,4-dihydro-1,3,5-triazino2,1-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-triazino2,1-a]isoindol-4-ones were obtained. The regioselectivity of the reaction is affected by sterical and electronic characteristics of substituents and by temperature. |
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