Rassadin Valentin A, Boyarskiy Vadim P, Kukushkin Vadim Yu
Institute of Chemistry, Saint Petersburg State University, Universitetskii Pr. 26, Stary Petergof, 198504 Saint Petersburg, Russia.
Org Lett. 2015 Jul 17;17(14):3502-5. doi: 10.1021/acs.orglett.5b01592. Epub 2015 Jul 2.
Facile gold-catalyzed heterocyclization based upon intermolecular trapping of the generated α-oxo gold carbenes with various cyanamides R(2)R(3)NCN (R(2)/R(3) = Alk/Alk, -(CH2)2O(CH2)2-, Ar/Ar, Ar/H) has been developed. In most cases, 2-amino-1,3-oxazoles functionalized at the nitrogen atom as well as at the fifth position of the heterocyclic ring (12 examples) were isolated in good to moderate yields.
基于生成的α-氧代金卡宾与各种氰胺R(2)R(3)NCN(R(2)/R(3) = 烷基/烷基、-(CH2)2O(CH2)2-、芳基/芳基、芳基/氢)进行分子间捕获,已开发出简便的金催化杂环化反应。在大多数情况下,以良好至中等产率分离得到了在氮原子以及杂环的第五位官能化的2-氨基-1,3-恶唑(12个例子)。