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Heterocyclic photorearrangements. Photoinduced rearrangement of 3‐styryl‐1,2,4‐oxadiazoles
Author(s) -
Buscemi Silvestre,
Cusmano Giuseppe,
Gruttadauria Michelangelo
Publication year - 1990
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.5570270408
Subject(s) - chemistry , moiety , quinoline , ring (chemistry) , methanol , photodissociation , photochemistry , medicinal chemistry , closure (psychology) , stereochemistry , organic chemistry , economics , market economy
The photochemical behaviour of 3‐styryl‐5‐phenyl‐(5‐methyl)‐1,2,4‐oxadiazoles in methanol at 254 nm has been investigated. A photoinduced rearrangement to the quinoline system has been pointed out and explained as proceeding through an initial photolysis of the ring ON bond, followed by a six membered ring closure reaction involving the styryl moiety.