Synthesis of triaryls: hydroxy and amine dinaphthyl and diphenanthryl aryls by one-pot electron-transfer nucleophilic substitution reactions
作者:Liliana B. Jimenez、Natalia V. Torres、José L. Borioni、Adriana B. Pierini
DOI:10.1016/j.tet.2014.03.089
日期:2014.6
A new one-pot synthetic route to achieve the preparation of hydroxy and amine binaphthyl and biphenanthryl aryls is here reported. This approach involves the reaction of 1,4-bromoiodobenzene, 4,4′-diiodobiphenyl, and 1,4- and 1,5-diiodonaphthalene with the anions of 2-naphthylamine, 2-naphthol, and 9-phenanthrylamine under irradiation in liquid ammonia. The reactions proceed to afford triaryl derivatives
本文报道了一种新的一锅合成路线,可实现羟基和胺基双萘基和联菲基芳基的制备。该方法涉及在液体中辐射下,1,4-溴碘苯,4,4'-二碘联苯,1,4-和1,5-二碘萘与2-萘胺,2-萘酚和9-菲胺的阴离子反应。氨。反应继续进行,以中等至良好的收率得到三芳基衍生物(〜45%的1,4-亚苯基-1,4-萘-1,1'-二萘-2-醇以及1,4-亚苯基-1) ,1'-二萘-2-胺和10,10'-二菲咯啉-9-胺)。通过4,4'-二碘联苯与2-萘酚和9-菲胺的阴离子反应可获得较低的收率(27%)。