- REGIOSPECIFIC 2+2 PHOTOADDITION OF PHENYL SUBSTITUTED ACETYLENES TO PENTAFLUOROPYRIDINE
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Irradiation of a cyclohexane solution of pentafluoropyridine and 1-phenyl-2-alkyl-acetylenes produced regiospecific 2+2 photocycloaddition, thus forming 3-aza-bicyclo octa-2,4,7-triene derivatives, which further phototransformed to 7-aza-tricyclo2,5>octa-3,7-diene derivatives.Further phototransformation of the tricyclic system depended on the alkyl substituent: in the case of tert-butyl, 1,2,5,6,7-pentafluoro-3-tert-butyl-4-phenyl-8-aza-bicycloocta-2,4,7-triene was formed, while in the case of a methyl substituent, 1-methyl-2,3,5,6,7-pentafluoro-8-phenyl-4-aza cycloocta-1,3,5,7-tetraene resulted.
- Sket, Boris,Zupan, Marko
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p. 1755 - 1758
(2007/10/02)
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