4.6 Article

Dioxygen-Mediated Decarbonylative C-H Alkylation of Heteroaromatic Bases with Aldehydes

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 21, Issue 49, Pages 17618-17622

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201503809

Keywords

auto-oxidation; C-H functionalization; heterocycles; oxygen; radical reactions

Funding

  1. Science and Engineering Research Board, India [SB/S5/GC-08/2014, SB/S1/OC-52/2013]
  2. CSIR

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An operationally simple and economical method for the direct alkylation of heteroaromatic bases employing readily available aldehydes as alkyl radical precursors and molecular oxygen as a reagent is presented. This simple transformation demonstrates a broad substrate scope with respect to aldehydes and nitrogen heterocycles, enabling the introduction of several medicinally important yet challenging alkyl moieties, such as ethyl, isopropyl, tert-butyl, and cyclohexyl to the different classes of heterocyclic bases in good to excellent yields.

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