Abstract
By means of catalytic dehydrocyclization of dimethyl-substituted 2-phenylpyridines in a pyridine ring to 1(2,3)methyl-4-azafluorenes with subsequent oxidation, synthesis of alkaloid onychine — 1-methyl-4-azafluorene — several of its isomers were achieved. Using 1-methyl-4-azafluorene, we obtained a C9 furfurylidene product, substituted tetrahydroindine[1,2-b]pyridine and NH-indine[1,2-b]-pyridine. We obtained 7-nitro-1-methyl-4azafluorene by nitration of onychine and oxidation of nitro-substituted azafluorene; this indicates an identical orientation of 4-azafluoren(one) and fluoren(one) during nitration.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 513–517, April, 1982.
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Prostakov, N.S., Soldatenkov, A.T., Radzhan, P.K. et al. Synthesis and transformations of 1-methyl-4-azafluorene. Chem Heterocycl Compd 18, 390–394 (1982). https://doi.org/10.1007/BF00503560
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DOI: https://doi.org/10.1007/BF00503560