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
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DOI:
10.1039/c3pp50243k
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发表时间:
2014-01
影响因子:
3.1
通讯作者:
K. Mizuno;Naoki Negoro;Yoshinori Nagayama;H. Maeda;H. Ikeda
K. Mizuno;Naoki Negoro;Yoshinori Nagayama;H. Maeda;H. Ikeda
中科院分区:
化学3区
文献类型:
--
作者:
K. Mizuno;Naoki Negoro;Yoshinori Nagayama;H. Maeda;H. Ikeda

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1-氰基-2-(2,2-二氰基-5-苯基戊炔-4-基)萘及其类似物的光辐射促进了顺序的分子内[2π + 2π]光环加成和环丁烯开环形成苯并环辛四烯,然后通过光化学跨环环化过程以良好的产率转化为苯并三醌。
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.