4.8 Article

Enantioselective Synthesis of Functionalized Pyrazoles by NHC-Catalyzed Reaction of Pyrazolones with α,β-Unsaturated Aldehydes

Journal

ORGANIC LETTERS
Volume 17, Issue 6, Pages 1417-1420

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b00293

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Funding

  1. CSIR-New Delhi [ORIGIN-CSC0108]
  2. CSIR-OSDD [HCP0001]
  3. CSIR-New Delhi
  4. UGC

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The N-heterocyclic carbene (NHC)-organocatalyzed enantioselective annulation reaction of pyrazolones with alpha,beta-unsaturated aldehydes proceeding via the chiral alpha,beta-unsaturated acyl azolium intermediates under oxidative conditions is presented. The reaction afforded dihydropyranone-fused pyrazoles in moderate to good yields and good er values under operationally simple and base-free conditions.

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