Add time:07/23/2019         Source:sciencedirect.com

Thermal reaction (70 °C) of the dichloroazine CF3CCl=NN=CClCF3, 1, with cycloheptatriene (7) gave a complex mixture from which the major products were separated and identified as the dehydrochlorinated rearranged [32] cycloadducts 9 (28%) and 10 (23%) containing a CF3CHClN= group, a rearranged 1:1 adduct (12 or 13) (4%) and the amide 14 (18%) formed by hydrolysis on silica gel of the rearranged [36] cycloadduct 31 containing a CF3CCl2N= group. At 100 °C in solvent CH2Cl2, the isolated products were the isomers 9 (4%), 10 (4%) and 11 (5.5%), amide 14 (1%) and the reduced compounds 15 (6%) and 16 (19%) containing a CF3CH2N group. Reaction between HEXAFLUOROACETONE AZINE (cas 1619-84-7) (CF3)2C=NN=C(CF3)2 (5) and 7 at 70 °C was much cleaner and gave the bis[32] criss-cross cycloadduct 18 (15%), the bis-ene adduct 20 (17%) and the azo compound 19 (21%) together with the imine 17 (20%) formed from the oxidation of 20 by azine 5 and the [36] cycloadduct, the diaziridine 21 (7%).

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