4.7 Article

Access to pyridines via DMAP-catalyzed activation of α-chloro acetic ester to react with unsaturated imines

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 1, Issue 2, Pages 148-150

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c3qo00045a

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Funding

  1. Singapore National Research Foundation (NRF)
  2. Singapore Economic Development Board (EDB)
  3. GlaxoSmithKline (GSK)
  4. Nanyang Technological University (NTU)
  5. National Research Foundation [NRF-CRP4-2008-02]

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Facile access to trisubstituted pyridines from alpha-chloro acetic ester and unsaturated imines is achieved. DMAP-catalyzed activation of ester to form an enolate intermediate constitutes a key reaction step. On the application side, the wide availability and low cost of the substrates and catalysts make this method very attractive.

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