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Direct Synthesis of 2-Aryl-4-quinolones via Transition-Metal-Free Intramolecular Oxidative C(sp3)-H/C(sp3)-H Coupling

Wei Hu, Jian-Ping Lin, Li-Rui Song and Ya-Qiu Long*

*CAS Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, Shanghai 201203, China, Email: yqlongmail.shcnc.ac.cn

W. Hu, J.-P. Lin, L.-R. Song, Y.-Q. Long, Org. Lett., 2015, 17, 1268-1271.

DOI: 10.1021/acs.orglett.5b00248 (free Supporting Information)


Abstract

Using TEMPO as the oxidant and KOtBu as the base enables a metal-free, a simple and direct access to a broad range of 2-arylquinolin-4(1H)-ones from readily available N-arylmethyl-2-aminophenylketones via oxidative intramolecular Mannich reaction.

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Key Words

4-quinolones, TEMPO


ID: J54-Y2015