Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, Sakai, Osaka, Japan.
Org Biomol Chem. 2011 May 21;9(10):3768-75. doi: 10.1039/c0ob01168a. Epub 2011 Apr 11.
When a mixture of o-alkynylaryl isocyanides and organic dichalcogenides such as diselenides or ditellurides was irradiated with light of wavelength over 300 or 400 nm, the intramolecular cyclization of the isocyanides took place to afford the corresponding 2,4-bischalcogenated quinolines selectively. The photochemical cyclization of 2-(phenylethynyl)phenyl isocyanide could also proceed in the presence of hydrogen transfer reagents such as tris(trimethylsilyl)silane, tributylgermyl hydride, alkanethiols, and benzeneselenol, providing the corresponding 3-phenylquinoline as the result of 2,4-dihydrogenation.
当 o-炔基芳基异氰化物和有机二硫属元素化合物（如二硒化物或碲化物）的混合物受到波长超过 300 或 400nm 的光照射时，异氰化物会发生分子内环化反应，从而选择性地得到相应的 2,4-双二硫属元素化喹啉。在氢转移试剂（如三（三甲基甲硅烷基）硅烷、三丁基锗基氢化物、烷硫醇和苯硒酚）的存在下，2-(苯乙炔基)苯基异氰化物的光化学反应也可以进行，结果是 2,4-二氢化得到相应的 3-苯基喹啉。
