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

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posted on 06.12.2013, 00:00 by Yi-Feng Qiu, Fang Yang, Zi-Hang Qiu, Mei-Jin Zhong, Li-Jing Wang, Yu-Ying Ye, Bo Song, Yong-Min Liang
Brønsted 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 Brønsted acid. NIS as an electrophilic reagent could promote these reactions efficiently and rapidly under very mild reaction conditions.