Abstract
Condensation of O-phenylhydroxylamine with 1H-2,3,4,5,6,7-hexahydroazepine-2,4-dione in alcoholic hydrogen chloride solution gave 1-oxo-1H-2,3,4,5-tetrahydrobenzofuro[3,2-c]-azepine, while a similar condensation with 6,6-dimethyl-1H-2,3,4,5,6,7-hexahydroazepine-2,4-dione gave a mixture of 4,4-dimethyl-1H-2,3,4,5-tetrahydrobenzofuro[3,2-c]azepine and 2-oxo-3-(3′,3′-dimethyl-5′-pyrrolidylidene)benzofuran. Tetrahydrobenzofuroazepines were also synthesized by Beckmann rearrangement of oximes of 1-oxo-1,2,3,4-tetrahydrobenzofuran and 3,3-dimethyl-1-oxo-1,2,3,4-tetrahydrodibenzofuran, which were obtained in turn by condensation of O-phenylhydroxylamine with dihydroresorcinol and dimedone.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 149–153, February, 1973.
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Kucherova, N.F., Aksanova, L.A., Sharkova, L.M. et al. Synthesis of some 1 -oxo-1h-2,3,4,5-tetrahydro-benzofuro [3, 2-c]azepines. Chem Heterocycl Compd 9, 137–140 (1973). https://doi.org/10.1007/BF00569145
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DOI: https://doi.org/10.1007/BF00569145