Study of the azide ion reactivity towards heterocyclic cations. VII. Application of thermal and photochemical rearrangements of α,α'‐diphenylpyridylazidomethanes to the syntheses of 4‐pyridyldibenzoheteroazepines

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Abstract
The application of thermal and photochemical rearrangements of α,α'‐diphenylpyridylazidomethanes to the synthesis of 4‐pyridyldibenzoheteroazepines is reported. This route provides easily the 11‐(4‐pyridyl)dibenzo[b,f][1,4]oxazepine and the 11‐(4‐pyridyl)dibenzo[b,f][1,4]thiazepine with good yields. In the case of the 11‐(4‐pyridyl)dibenzo[b,f][1,4]selenazepine this route is less interesting because of the instability of this compound. The previously proposed mechanisms for the thermal and photochemical rearrangements of α,α'‐diphenylazidomethanes can be applied to the azides examined.