4.8 Article

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

Journal

ORGANIC LETTERS
Volume 17, Issue 5, Pages 1268-1271

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b00248

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Funding

  1. National Natural Science Foundation of China [81325020, 81361120410, 81321092, 81123004]

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A novel, metal-free oxidative intramolecular Mannich reaction was developed between secondary amines and unmodified ketones, affording a simple and direct access to a broad range of 2-arylquinolin-4(1H)-ones through C(sp(3))-H activation/C(sp(3))-C(sp(3)) bond formation from readily available N-arylmethyl-2-aminophenylketones, using TEMPO as the oxidant and (KOBu)-Bu-t as the base.

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