4.6 Article

tert-Butyl nitrite promoted transamidation of secondary amides under metal and catalyst free conditions

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 17, Issue 4, Pages 845-850

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c8ob03010c

Keywords

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Funding

  1. Max-Planck Society, Germany
  2. DST, India [DST/INT/MPG/P-09/2016]
  3. CSIR [09/013(0650)/2016-EMR-I]

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A mild and efficient method is demonstrated for the transamidation of secondary amides with various amines including primary, secondary, cyclic and acyclic amines in the presence of tert-butyl nitrite. The reaction proceeds through the N-nitrosamide intermediate and provides the transamidation products in good to excellent yields at room temperature. Moreover, the developed methodology does not require any catalyst or additives.

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