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Polycyclic fused phenanthridines: An alternative approach from benzotriazoles
Author(s) -
Katritzky Alan R.,
Du Weihong,
Matsukawa Yasuhisa,
Ghiviriga Ion,
Denisenko Sergey N.
Publication year - 1999
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.5570360417
Subject(s) - chemistry , carbanion , benzotriazole , ring (chemistry) , closure (psychology) , ion , combinatorial chemistry , organic chemistry , computational chemistry , market economy , economics
We describe an alternative approach to polycyclic phenanthridines (7) and some of their analogues using conditions much milder than those previously reported. The procedure includes the generation of a benzotriazole stabilized carbanion, oxidation of the resulting anion to a radical, and elimination of nitrogen followed by ring closure to produce phenanthridines.