W. Klaui et al., SYNTHESIS AND CRYSTAL-STRUCTURE OF PERHYD RO-1,4-BENZOXAZINO[2,3-N]PHENOXAZINE, Zeitschrift fur Naturforschung. B, A journal of chemical sciences, 52(7), 1997, pp. 801-804
The oxidation of trans-2-aminocyclohexanol with nitrobenzene in the pr
esence of catalytic amounts of iron inter alia yields perhydro-1,4-ben
zoxazino[2,3-n]phenoxazine (1). This compound has been characterized a
nalytically, spectroscopically and by X-ray diffraction. It is postula
ted that the oxidation of the 2-aminoalcohol leads to the intermediate
formation of a 1,2-dione. The direct synthesis of 1 from trans-2-amin
ocyclohexanol and 1,2-cyclohexandione supports this hypothesis.