The reaction of benzo[b]cyclohept[e][1, 4]oxazine (1) (0.26 mmol) with m-phenylenediamine (2)(0.31 mmol) in 1-BuOH (1 ml) under argon at 80° C for 48 h gave two major tropopodands; Namely, 10 (3-aminophenylamino)benzo[b]cyclohept[e][1, 4]oxazine (3) (Y=38%) and 3 (3-aminophenylamino) -2-phenylaminotropone (4) (Y = 29%). Moreover, the above reaction in the presence of Ni (OAc)2 · 4 H2O (0.25 mmol) at 80°C for 24 h afforded two Ni(II) complexes 5 (Y = 5%) and 6(Y ≥ 84%) of the products 3 and 4, respectively. The structures of the products were established on the basis of their spectroscopic (UV-vis, MS, IR, and NMR) data. Possible reaction pathways for the formation of these compounds are discussed.
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