Department of Chemistry, Indian Institution of Technology Guwahati, Guwahati 781 039, India.
Org Lett. 2011 Nov 18;13(22):5976-9. doi: 10.1021/ol202409r. Epub 2011 Oct 18.
A direct access to symmetrical and unsymmetrical 2,5-disubstituted [1,3,4]-oxadiazoles has been accomplished through an imine C-H functionalization of N-arylidenearoylhydrazide using a catalytic quantity of Cu(OTf)(2). This is the first example of amidic oxygen functioning as a nucleophile in a Cu-catalyzed oxidative coupling of an imine C-H bond. These reactions can be performed in air atmosphere and moisture making it exceptionally practical for application in organic synthesis.
通过使用催化量的 Cu(OTf)(2)，实现了 N-芳基亚甲酰基酰肼的亚胺 C-H 官能化，从而直接获得对称和不对称的 2,5-取代[1,3,4]恶二唑。这是酰胺氧首次作为亲核试剂在 Cu 催化的亚胺 C-H 键氧化偶联反应中的实例。这些反应可以在空气氛围和湿气中进行，使其在有机合成中具有非常实际的应用。
