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]

Abstract

Abstract 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, 1H, 19F, and 13C NMR data of the new compounds are discussed.