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Copper‐Catalyzed C(<i>sp</i><sup><i>3</i></sup>)‐Amination of Ketone‐Derived Dihydroquinazolinones by Aromatization‐Driven C−C Bond Scission

Xin‐Yang Lv, Roman Abrams, Rubén Martı́n

2022Angewandte Chemie International Edition72 citationsDOI

Abstract

Abstract Herein, we describe the development of a copper‐catalyzed C( sp 3 )‐amination of proaromatic dihydroquinazolinones derived from ketones. The reaction is enabled by the intermediacy of open‐shell species arising from homolytic C−C bond‐cleavage driven by aromatization. The protocol is characterized by its operational simplicity and generality, including chemical diversification of advanced intermediates.

Topics & Concepts

Bond cleavageAromatizationChemistryAminationHomolysisCatalysisKetoneCopperOrganic chemistryMedicinal chemistryRadicalCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsQuinazolinone synthesis and applications
Copper‐Catalyzed C(<i>sp</i><sup><i>3</i></sup>)‐Amination of Ketone‐Derived Dihydroquinazolinones by Aromatization‐Driven C−C Bond Scission | Litcius