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

…, F Yang, ZH Qiu, MJ Zhong, LJ Wang…

Index: Qiu, Yi-Feng; Yang, Fang; Qiu, Zi-Hang; Zhong, Mei-Jin; Wang, Li-Jing; Ye, Yu-Ying; Song, Bo; Liang, Yong-Min Journal of Organic Chemistry, 2013 , vol. 78, # 23 p. 12018 - 12028

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Citation Number: 21

Abstract

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.

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