4.7 Article

Cu-Catalyzed Three-Component Cascade Annulation Reaction: An Entry to Functionalized Pyridines

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 80, Issue 17, Pages 8763-8771

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.5b01621

Keywords

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Funding

  1. National Natural Science Foundation of China [21102047, 21420102003]
  2. National Basic Research Program of China (973 Program) [2011CB808600]
  3. Guangdong Natural Science Foundation [10351064101000000]
  4. Fundamental Research Funds for the Central Universities [2014ZP0004]

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A concise copper-catalyzed N-O bond cleavage/C-C/C-N bond formation procedure has been described for the synthesis of multisubstituted pyridines. Various oxime acetates, activated methylene compounds, and a wide range of aldehydes bearing aryl, heteroaryl, vinyl, and trifluoromethyl groups were employed to provide the tri- or tetrasubstituted pyridines with flexible substitution patterns. Moreover, this method features inexpensive catalysts, no need for extra oxidant, and high step-enconomy, which make it pratical and attractive.

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