4.5 Article

A Cu-Catalysed Radical Cross-Dehydrogenative Coupling Approach to Acridanes and Related Heterocycles

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2017, Issue 1, Pages 203-207

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201601336

Keywords

Acridanes; Copper; Homogeneous catalysis; Nitrogen heterocycles; Cross-coupling; Dehydrogenation; One-pot reaction

Funding

  1. Engineering and Physical Sciences Research Council [EP/J000124/1]
  2. Engineering and Physical Sciences Research Council [EP/J000124/1] Funding Source: researchfish
  3. EPSRC [EP/J000124/1] Funding Source: UKRI

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The synthesis of acridanes and related compounds through a Cu-catalysed radical cross-dehydrogenative coupling of simple 2-[2-(arylamino) aryl] malonates is reported. This method can be further streamlined to a one-pot protocol involving the in situ fomation of the 2-[2-(arylamino) aryl]malonate by alpha-arylation of diethyl malonate with 2-bromodiarylamines under Pd catalysis, followed by Cu-catalysed cyclisation.

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