Iron-Catalyzed Site- and Regioselective 1,2-Azidoamidations of 1,3-Dienes
Zhen-Yao Dai, Ilia A. Guzei, Jennifer M. Schomaker
Abstract
The direct 1,2-azidoamidation of unsaturated precursors represents an advantageous approach for the facile synthesis of β-functionalized azides from readily available starting materials. In this paper, we describe a convenient and mild iron-catalyzed 1,2-azidoamidation of 1,3-dienes that shows excellent functional group compatibility to furnish versatile precursors to 1,2-diamine products with high levels of site, regio-, and stereoselectivity. The reaction is proposed to proceed via a single electron transfer/radical addition/C-N bond formation relay process.
Topics & Concepts
ChemistryRegioselectivityStereoselectivityCatalysisCombinatorial chemistryFunctional groupOrganic chemistryPolymerSynthesis and Catalytic ReactionsCatalytic C–H Functionalization MethodsClick Chemistry and Applications