4.7 Article

para-Selective C-H Amidation of Simple Arenes with Nitriles

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 357, Issue 16-17, Pages 3435-3440

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201500651

Keywords

amidation; arenes; copper; nitriles

Funding

  1. National Natural Science Foundation of China [21202109, 21402187]
  2. Sichuan Normal University for Sharing the Large Precision Equipments [DJ2014-26, DJ2014-24]
  3. Sichuan Normal University
  4. EPSRC [EP/L012804/1] Funding Source: UKRI
  5. Engineering and Physical Sciences Research Council [EP/L012804/1] Funding Source: researchfish

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A para-selective C-H amidation of simple arenes with nitriles has been developed. By increasing the amount of arenes, a further meta-selective C-H arylation of the produced amides occurred. Both steric and electronic effects are utilized to control the selectivity, resulting in only para-selective amidation products. The readily available nitriles as amidation reagents instead of amides makes the synthesis of N-arylamides more accessible.

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