One-Pot Synthesis of Spiro-2H-pyrroles fromN-Propargylic beta-Enaminones


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KARADENİZ E. , ZORA M.

SYNLETT, cilt.30, ss.1231-1236, 2019 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 30 Konu: 10
  • Basım Tarihi: 2019
  • Doi Numarası: 10.1055/s-0037-1611816
  • Dergi Adı: SYNLETT
  • Sayfa Sayıları: ss.1231-1236

Özet

A simple and general one-pot method for the synthesis of spiro-2 H -pyrroles has been developed. Initially, cyclohexane-embedded -enaminones with internal alkyne functionality were synthesized by conjugate addition of 1-ethynylcyclohexylamine to ,-alkynic ketones, followed by palladium-catalyzed coupling of the resulting N -propargylic -enaminones with aryl iodides. When subjected to basic conditions, the cyclohexane-embedded -enaminones with internal alkyne functionality underwent tandem nucleophilic cyclization and benzylic C-H oxidation to furnish 3,4-diaryloyl-1-azaspiro[4.5]deca-1,3-diene derivatives in good yields.