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Synthesis of novel azonia Helicenes containing terminal thiophene rings
Author(s) -
Sato Kiyoshi,
Yamagishi Takamichi,
Arai Sadao
Publication year - 2000
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.5570370453
Subject(s) - chemistry , knoevenagel condensation , thiophene , medicinal chemistry , condensation , stereochemistry , organic chemistry , catalysis , physics , thermodynamics
The Knoevenagel condensation of the 9‐methyl derivatives of thieno[3,2‐ a ]‐ and thieno[2,3‐ a ]‐quinolizinium salts ( 2b and 3b ) with appropriate arylaldehydes yielded 9‐(arylvinyl)thieno[3,2‐ a ]‐ and 9‐(arylvinyl)thieno[2,3‐ a ]quinolizinium salts ( 4a‐c and 5a‐c ), respectively, which underwent photocyclization to give a series of novel hetero[5]helicenes ( 6a,b and 7a‐d ) containing quinolizinium and thiophene rings.