Premium
Chemistry of thienopyridines. XXXIX . Synthesis of benzothieno[2,3‐ h ]isoquinoline and related studies
Author(s) -
Klemm L. H.,
Severns Bryon,
Wynberg Hans
Publication year - 1991
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.5570280111
Subject(s) - chemistry , isoquinoline , alkene , yield (engineering) , cyclohexane , thiophene , stereochemistry , medicinal chemistry , organic chemistry , catalysis , materials science , metallurgy
Abstract Benzo[ b ]thiophene‐2‐carboxaldehyde undergoes condensation with 4‐methylpyridine and with 2‐methylquinoline to produce trans ‐diarylethenes (52% and 76%, respectively). The former alkene photocyclizes in cyclohexane to yield [1]benzo[2,3‐ h ]isoquinoline (35%), while the latter alkene does not give successful, analogous cyclization.