Synthesis of N-substituted 1H-indeno[2,1-b]pyridines

It was established that N-phenacyl and p-nitrophenacyl bromides and N-methyl-1-azafluorenium iodide, as well as N-phenacyl-7-nitro-1-azafluorenium bromide, are converted to N-substituted 1H-indeno[2,1-b]pyridines rather than to the corresponding yilds or indenoindolizines upon treatment with bases under various conditions. All of the pseudoazulenes of this type were isolated in the form of crystalline black or dark-violet substances. In contrast to pseudoazulenes of the 1H-indeno[1,2-b]-and 2H-indeno[2,1-c]pyridine series, they are stable both in the solid state and in solutions. 1H-1-Methylindeno[2,1-b]pyridine forms a perchlorate and a picrate (retention of the pseudoazulene structure) but is converted to N-methyl-1-azafluorenium chloride by the action of hydrogen chloride. Spectral characteristics are presented for all of the compounds obtained. © 1980 Plenum Publishing Corporation.

Publisher
Латвийский институт органического синтеза Латвийской академии наук / Springer New York Consultants Bureau
Number of issue
11
Language
English
Pages
1149-1153
Status
Published
Volume
16
Year
1980
Organizations
  • 1 Patrice Lumumba People's Friendship University, Moscow, 117923, Russian Federation
Date of creation
19.10.2018
Date of change
19.10.2018
Short link
https://repository.rudn.ru/en/records/article/record/1522/