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2,4,6-triphenylpyrylium tetrafluoroborate-photosensitized Reactions of o-cinnamylphenols and o-hydroxystilebenes

✍ Scribed by Julio Delgado; Amparo Espnós; M.Consuelo Jiménez; Miguel A. Miranda; Rosa Tormos

Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
491 KB
Volume
53
Category
Article
ISSN
0040-4020

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✦ Synopsis

&~&act: Direct irradiation of o-cinnamylphenols la-c led to mixtures of the &-isomers 3a-c, the dihydrobenzofurans 4a-c and the dihydrobenzopyrans 5a-c. Under the same condilions, ohydroxystilbenes Za,b gave their c&isomers 9a,b as single photoproducts. Using 2,4,6_triphenylpyrylium tetrafluoroborate as photosensitizer the reactions of the methyl-or methoxy-subslituted derivatives appear to proceed via single electron transfer. Compounds Ib,c underwent oxidative fragmentation to the aldehydes Sb,c, while 2b cyclized to benzofuran lob.

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