Abstract
Synthesis of 2‐Substituted 1 H‐Benz[e][1,4]oxazepin‐5‐onesAn approach to the hitherto unknown class of 1H‐benz[e][1,4]oxazepin‐5‐ones is given based on reduction and cyclization of appropriate acyclic ortho‐nitro compounds as starting materials. Thus, some 2‐substituted derivatives (3a–i) were synthesized by catalytic hydrogenation of acyl 2‐nitrobenzoates (1a–i) to yield the corresponding anthranilic acid esters (2a–i), which were subsequently cyclized in polyphosphoric acid at elevated temperature. The behaviour of esters 1a–i towards spontaneous intramolecular reductive cyclization is discussed in comparison to that of similar educts leading to sixmembered heterocycles as shown by former results.
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