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NaOH-Mediated Direct Synthesis of Quinoxalines from <i>o</i>-Nitroanilines and Alcohols via a Hydrogen-Transfer Strategy

Yanbing Wang, Linlin Shi, Xiaojie Zhang, Lian-Rong Fu, Weinan Hu, Wenjing Zhang, Xinju Zhu, Xin‐Qi Hao, Mao‐Ping Song

2020The Journal of Organic Chemistry34 citationsDOI

Abstract

A NaOH-mediated sustainable synthesis of functionalized quinoxalines is disclosed via redox condensation of o-nitroamines with diols and α-hydroxy ketones. Under optimized conditions, various o-nitroamines and alcohols are well tolerated to generate the desired products in 44–99% yields without transition metals and external redox additives.

Topics & Concepts

RedoxChemistryCondensationOrganic chemistryCombinatorial chemistryThermodynamicsPhysicsSynthesis and Biological EvaluationNanomaterials for catalytic reactionsAsymmetric Hydrogenation and Catalysis