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J Org Chem. 2013 Dec 6;78(23):12018-28. doi: 10.1021/jo402055a. Epub 2013 Nov 20.

Brønsted acid catalyzed and NIS-promoted cyclization of diynones: selective synthesis of 4-pyrone, 4-pyridone, and 3-pyrrolone derivatives.

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1
State Key Laboratory of Applied Organic Chemistry, Lanzhou University , Lanzhou 730000, People's Republic of China.

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.

PMID:
24180559
DOI:
10.1021/jo402055a
[Indexed for MEDLINE]
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