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Photocyclization reactions. Part 8 . Synthesis of 2‐quinolone, quinoline and coumarin derivatives using trans‐cis isomerization by photoreaction
Author(s) -
Horaguchi Takaaki,
Hosokawa Nobuyuki,
Tanemura Kiyoshi,
Suzuki Tsuneo
Publication year - 2002
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.5570390108
Subject(s) - chemistry , isomerization , quinoline , coumarin , hemiacetal , benzopyran , intramolecular force , quinolone , stereochemistry , medicinal chemistry , photochemistry , organic chemistry , catalysis , antibiotics , biochemistry
2‐Quinolone 2 , quinoline 3 , coumarin (2 H ‐1‐benzopyran‐ 2 ‐one) 5 , and 2 H ‐1‐benzopyran hemiacetal 6 were synthesized by photocyclization reaction of traans‐o ‐aminocinnamoyl derivatives trans ‐ 1 and trans‐o ‐hydroxycinnamoyl derivatives trans ‐ 4 . The reaction proceeds through trans‐cis isomerization followed by intramolecular cyclization.