Construction of <i>N</i>-Acyliminophosphoranes via Iron(II)-Catalyzed Imidization of Phosphines with <i>N</i>-Acyloxyamides
Sen Lin, Bo Lin, Zongtao Zhang, Jianhui Chen, Yanshu Luo, Yuanzhi Xia
Abstract
Employing FeCl2 as a cheap and readily available catalyst, a facile imidization of phosphines with N-acyloxyamides is described, affording synthetically useful N-acyliminophosphoranes with high functional group tolerance. The transformation is easily performed under an air atmosphere at room temperature and could be scaled up to gram scale with a catalyst loading of 1 mol %. The iminophosphoranyl moiety in the product was further utilized as an effective directing group for controllable ortho C(sp2)–H bond amidations under Rh(III) catalysis.
Topics & Concepts
CatalysisChemistryMoietyCombinatorial chemistryAtmosphere (unit)Functional groupMedicinal chemistryOrganic chemistryPolymer chemistryPolymerThermodynamicsPhysicsChemical Synthesis and AnalysisSynthesis and Catalytic ReactionsSynthetic Organic Chemistry Methods