4.8 Article

Metal-Free Oxidative Spirocyclization of Hydroxymethylacrylamide with 1,3-Dicarbonyl Compounds: A New Route to Spirooxindoles

Journal

ORGANIC LETTERS
Volume 15, Issue 20, Pages 5254-5257

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol402473m

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Funding

  1. National Natural Science Foundation of China [21102111, 21102110]
  2. Fundamental Research Funds of the Central Universities

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A metal-free oxidative spirocyclization of hydroxymethylacrylamide with 1,3-dicarbonyl compounds is described. The reaction proceeds through tandem dual C-H functionalization and intramolecular dehydration, in which two new C-C bonds and one C-O bond were formed. This method affords a novel and straightforward access to various spirooxindoles under mild conditions.

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