Synthesis and transformations of 1-methyl-4-azafluorene

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. © 1982 Plenum Publishing Corporation.

Publisher
Латвийский институт органического синтеза Латвийской академии наук / Springer New York Consultants Bureau
Number of issue
4
Language
English
Pages
390-394
Status
Published
Volume
18
Year
1982
Organizations
  • 1 Patrice Lumumba International-Friendship University, Moscow, 117923, Russian Federation
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Prostakov N.S., Soldatenkov A.T., Bagdadi M.V.
Chemistry of Heterocyclic Compounds. Латвийский институт органического синтеза Латвийской академии наук / Springer New York Consultants Bureau. Vol. 18. 1982.