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Photochemical behavior of 4‐(ω‐enyl)‐ and 4‐(ω‐dienyl)‐2‐pyrones
Author(s) -
Shimo Tetsuro,
Ueda Shinichi,
Somekawa Kenichi
Publication year - 1995
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.5570320156
Subject(s) - chemistry , adduct , pyrone , photochemistry , organic chemistry
4‐(ω‐Enyl)‐2‐pyrone 3 and two types of 4‐(ω‐dienyl)‐2‐pyrones 4–6, 9 and 10 were prepared and the photochemical behavior was investigated. Photosensitized reaction of 3 afforded [2+2]‐cycloadduct 11 site‐specifically. On the other hand, 4 and 5 gave geometrical isomers, respectively. 2‐Pyrones 6, 9 and 10 possessing pendant furans gave no adduct. The reasons for the differences are described.