4.7 Article

Bronsted Acid Catalyzed and NIS-Promoted Cyclization of Diynones: Selective Synthesis of 4-Pyrone, 4-Pyridone, and 3-Pyrrolone Derivatives

期刊

JOURNAL OF ORGANIC CHEMISTRY
卷 78, 期 23, 页码 12018-12028

出版社

AMER CHEMICAL SOC
DOI: 10.1021/jo402055a

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资金

  1. National Science Foundation [NSF 21072080]
  2. National Basic Research Program of China (973 Program) [2010CB833203]
  3. Program for Changjiang Scholars and Innovative Research Team in University [IRT1138]
  4. Fundamental Research Funds for the Central Universities [lzujbky-2013-ct02]

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Bronsted acid catalyzed tandem cyclization was found to be highly effective for the preparation of a series of polysubstituted 4-pyrones from diynones (yield up to 99%). 4-Pyridone and 3-pyrrolone derivatives were also selectively synthesized by employing NIS and/or Bronsted acid. NIS as an electrophilic reagent could promote these reactions efficiently and rapidly under very mild reaction conditions.

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