4.7 Article

Iron-Catalyzed Direct Synthesis of Amides from Methylarenes

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 357, Issue 7, Pages 1437-1445

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201401086

Keywords

amide synthesis; N-chloroamines; Fe catalyst; methylarenes; oxidation

Funding

  1. DST [SB/S1/OC-72/2013]
  2. CSIR, New Delhi

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An efficient, green and first catalytic process has been developed for the direct synthesis of amides from readily available petroleum by-products (methylarenes) and amines using an iron catalyst. In this new catalytic reaction, the methyl group of the methylarene is oxidized to the corresponding aldehyde through non-directed C-(sp3)-H oxidation followed by its oxidative amidation with N-chloroamine, yielding the carboxylic amide. Oxidation with an iron catalyst, tert-butyl hydroperoxide (TBHP) as sole oxidant, the synthesis of amides under mild reaction conditions and the utilization of methylarenes as starting material make this methodology novel and environmentally benign.

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