4.7 Article

(E)-alpha, beta-unsaturated amides from tertiary amines, olefins and CO via Pd/Cu-catalyzed aerobic oxidative N-dealkylation

Journal

CHEMICAL COMMUNICATIONS
Volume 51, Issue 15, Pages 3247-3250

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c4cc08925a

Keywords

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Funding

  1. 973 Program [2012CB725302, 2011CB808600]
  2. National Natural Science Foundation of China [21390400, 21025206, 21272180, 21302148]
  3. Research Fund for the Doctoral Program of Higher Education of China [20120141130002]
  4. Program for Changjiang Scholars and Innovative Research Team in University [IRT1030]
  5. Ministry of Science and Technology of China [2012YQ120060]

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A novel Pd/Cu-catalyzed chemoselective aerobic oxidative N-dealkylation/carbonylation reaction has been developed. Tertiary amines are utilized as a reservoir'' of active'' secondary amines in this transformation, which inhibits the formation of undesired by-products and the deactivation of the catalysts. This protocol allows for an efficient and straightforward construction of synthetically useful and bioactive (E)-alpha, beta-unsaturated amide derivatives from easily available tertiary amines, olefins and CO.

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