Litcius/Paper detail

Iron‐Catalyzed Radical Activation Mechanism for Denitrogenative Rearrangement Over C(sp<sup>3</sup>)–H Amination

Satyajit Roy, Sandip Das, Hillol Khatua, Subrata Das, Krishna Nand Singh, Buddhadeb Chattopadhyay

2021Angewandte Chemie International Edition48 citationsDOI

Abstract

Abstract An iron‐catalyzed denitrogenative rearrangement of 1,2,3,4‐tetrazole is developed over the competitive C(sp 3 )–H amination. This catalytic rearrangement reaction follows an unprecedented metalloradical activation mechanism. Employing the developed method, a wide number of complex‐N‐heterocyclic product classes have been accessed. The synthetic utility of this radical activation method is showcased with the short synthesis of a bioactive molecule. Collectively, this discovery underlines the progress of radical activation strategy that should find wide application in the perspective of medicinal chemistry, drug discovery and natural product synthesis research.

Topics & Concepts

ChemistryCatalysisAminationReaction mechanismRadicalPhotochemistryMedicinal chemistryOrganic chemistrySynthesis and Catalytic ReactionsCatalytic C–H Functionalization MethodsCyclopropane Reaction Mechanisms