Litcius/Paper detail

Cobalt-Catalyzed Hypervalent Iodine(III) Promoted Cascade Annulation Reaction of Anilines with Formamides for 2-Aminobenzoxazoles Synthesis

Lipeng Long, Xin Li, Yu Wang, Xing Su, Liang Qiao, Wenjun Luo, Zhengwang Chen

2023The Journal of Organic Chemistry13 citationsDOI

Abstract

Herein, we disclose a practical and simple procedure to synthesize 2-aminobenzoxaoles. Simple anilines and formamides were used as substrates. The C–H bond ortho to the amino group in the anilines was directly functionalized under cobalt-catalyzed conditions with high levels of functional group tolerance. Hypervalent iodine(III) was both an oxidant and a Lewis acid for this reaction. The mechanism study showed that this transformation may involve a radical process.

Topics & Concepts

Hypervalent moleculeFormamidesChemistryCatalysisAnnulationCobaltIodineLewis acids and basesFunctional groupCombinatorial chemistryOrganic chemistryMedicinal chemistryPolymerCatalytic C–H Functionalization MethodsOxidative Organic Chemistry ReactionsSynthesis and Catalytic Reactions