
TY  - JOUR
A1  - Elix, JA 
A1  - Wilson, WS 
A1  - Warrener, RN 
A1  - Calder, IC 
T1  - A new synthesis of azocines
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1972
VL  - 25
IS  - 4
SP  - 865
EP  - 874
KW  - 
UR  - https://doi.org/10.1071/CH9720865 
N2  - Methyl and ethyl 7,8-diphenylazocine-2-carboxylate have been prepared by the reaction of dimethyl tricyclo[4,2,2,02,5]deca-3,7,9-triene-7,8-dicarboxylate with methyl or ethyl 5,6-diphenyl-1,2,4-triazine-3-carboxylate. The flexibility of this azocine ring system has been studied by p.m.r. spectroscopy and it was found that a higher temperature was required to effect rapid ring inversion in this case, in comparison with the related cyclooctatetraenes. A related bridged dihydroazocine (8) has been synthesized by the [&#960;2s + &#960;4s] cycloaddition of dimethyl tricyclo-[4,2,2,02,5]deca-3,9-diene-7,8-dicarboxylate to ethyl 5,6-diphenyl-1,2,4-triazine-3-car-boxylate. In contrast to previously described dihydroazocines, this compound exists entirely in the monocyclic form. Other [&#960;2s + &#960;4s] cycloadditions have also been described in which the &#960;4s component was part of a triazine or a 3-azabicyclo-[4,2,0]octa-2,4-diene ring system. 
ER  -

