4.5 Article

RuII-Catalysed Regioselective C-N Bond Formation of Indolines and Carbazole with Acyl Azides

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2019, Issue 7, Pages 1677-1684

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201801829

Keywords

Acyl azide; Amidation; Ru-Catalysis; Indolines; Regioselective

Funding

  1. Science and Engineering Research Board (SERB) [EMR-2015-43]
  2. Council of Scientific and Industrial Research [02(0255)-2016-EMR-II]
  3. SERB [PDF/2017/2653]
  4. Department of Chemistry, IIT Guwahati [22-3/2016-TS-II/TC]

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Ru-II-catalysed pyrimidine directed coupling of the C-7 C-H bond of indolines with acyl azides as a nitrogen surrogate has been developed to produce acyl amides at room temperature. The reaction of aryl, heteroaryl and alpha,beta-unsaturated acyl azides can be accomplished in good yields. The procedure can be extended to the C1-amidation of carbazole with moderate yields. The substrate scope, use of less expensive Ru-catalysis, and oxidant-free conditions are the significant practical features.

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