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Studies on the synthesis of the azocino[4,3‐ b ]indole framework and related compounds
Author(s) -
Uludag Nesimi,
Patir Suleyman
Publication year - 2007
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570440613
Subject(s) - chemistry , indole test , alkylation , ring (chemistry) , stereochemistry , closure (psychology) , catalysis , organic chemistry , economics , market economy
An efficient method for the synthesis of C‐4 position alkylated azocino[4,3‐ b ]indole 13 and 18 is described. Reduction of compounds 5, 6, 7 and 8 yielded the corresponding alcohols. Compounds 5, 6, 7 and 8 were synthesized through several steps starting from 1 . The resulting alcohols underwent acid catalyzed ring closure to give tetracyclic azocino[4,3‐ b ]indole 9, 10, 11 and 12 . Finally, compounds 9 and 17 were alkylated at C‐4 position to the corresponding products 13 and 18 . The structure of the compounds 13 and 18 has been confirmed by X‐ray single crystal analysis.