Formation of a new benzotriquinane skeleton via intramolecular photocycloaddition reactions of a phenylethynes moiety to a 1-cyanonaphthalene ring system

Formation of a new benzotriquinane skeleton via intramolecular photocycloaddition reactions of a phenylethynes moiety to a 1-cyanonaphthalene ring system

Photoirradiation of 1-cyano-2-(2,2-dicyano-5-phenylpentyn-4-yl)naphthalene and its analogues promotes sequential intramolecular [2π + 2π] photocycloaddition and cyclobutene ring opening to form benzocyclooctatetraenes, which are then transformed to benzotriquinanes in good yields via a photochemical...

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Veröffentlicht in:Photochemical & photobiological sciences 2014-02, Vol.13 (2), p.145-148
Hauptverfasser: Mizuno, Kazuhiko, Negoro, Naoki, Nagayama, Yoshinori, Maeda, Hajime, Ikeda, Hiroshi
Format: Artikel
Sprache:eng
Schlagworte:
Biochemistry
Biomaterials
Chemistry
Communication
Physical Chemistry
Plant Sciences
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Zusammenfassung:Photoirradiation of 1-cyano-2-(2,2-dicyano-5-phenylpentyn-4-yl)naphthalene and its analogues promotes sequential intramolecular [2π + 2π] photocycloaddition and cyclobutene ring opening to form benzocyclooctatetraenes, which are then transformed to benzotriquinanes in good yields via a photochemical transannular cyclization process.
ISSN:1474-905X
1474-9092
DOI:10.1039/c3pp50243k