Vom "criss-cross"-Schema abweichende Cycloadditionsreaktionen an das Azin-System [1] Zum Cycloadditionsverhalten von Hexafluoracetonazin gegenüber N.N-Dialkyl-cyanamiden [2] / Cycloaddition Reactions of Azines Violating the "criss-cross" Cycloaddition Scheme [1] Cycloaddition Behaviour of Hexafluoroacetone Azine towards N,N-Dialkyl-cyanamides [2]

Depending upon the molar ratio of the educts and the reaction conditions used, hexa-fluoroacetone azine (1) reacts with N,N-dialkyl-cyanamides (2) to give 3,4,6-triazaocta-2,4,6-trienes (6) and/or 4,4-bis(trifluoromethyl)-1,4-dihydro-1,3,5-triazines (7). Cyclo-addition reactions of 6 with tert-butyl...

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Published inZeitschrift für Naturforschung. B, A journal of chemical sciences Vol. 37; no. 3; pp. 361 - 367
Main Authors Burger, Klaus, Hein, Friedrich, Firl, Joachim
Format Journal Article
LanguageEnglish
Published Verlag der Zeitschrift für Naturforschung 01.03.1982
Subjects
Cycloaddition Reactions
Long Range Coupling 9JFF
Trifluoromethyl Substituted Heterocyclic Systems
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Summary:Depending upon the molar ratio of the educts and the reaction conditions used, hexa-fluoroacetone azine (1) reacts with N,N-dialkyl-cyanamides (2) to give 3,4,6-triazaocta-2,4,6-trienes (6) and/or 4,4-bis(trifluoromethyl)-1,4-dihydro-1,3,5-triazines (7). Cyclo-addition reactions of 6 with tert-butyl isocyanide and 1-diethylamino(propine) are de-scribed. IR, H, F, and C NMR data of the new compounds are discussed.
ISSN:0932-0776
1865-7117
DOI:10.1515/znb-1982-0317