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The synthesis of novel polycyclic heterocyclic ring systems via photocyclization. 13 . Dibenzo‐[ f,h ]phenanthro[9′,10′:4,5]thieno[2,3‐ c ]quinoline
Author(s) -
Luo JiannKuan,
Castle Raymond N.
Publication year - 1993
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.5570300501
Subject(s) - chemistry , quinoline , ring (chemistry) , moiety , hydrazine (antidepressant) , amide , medicinal chemistry , chlorine atom , stereochemistry , chlorine , organic chemistry , chromatography
The synthesis of a previously unknown polycyclic heterocyclic ring system, dibenzo[ f,h ]phenanthro‐[9′,10′:4,5]thieno[2,3‐ c ]quinoline ( 4 ), was accomplished via photocyclization of the appropriate amide followed by chlorination. Substitution of the chlorine atom with hydrazine followed by removal of the hydrazine moiety with 10% copper sulfate solution afforded the parent ring system 4 . The unequivocal assignment of its highly congested 1 H and 13 C spectra was accomplished by utilizing two‐dimensional nmr methods.