4.7 Article

The Cs2CO3-Catalyzed Reaction of 2-Oxindoles with Enones for the Preparation of Indolin-3-Ones and Their Further Transformation

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 24, Pages 12443-12450

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b01993

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Funding

  1. National Science Foundation of China [21202011]
  2. Natural Science Foundation of Jiangsu Province [BK20141171]
  3. Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology [BM2012110]
  4. Jiangsu Province Key Laboratory of Fine Petrochemical Engineering [KF1303]

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The Cs2CO3-catalyzed reaction of 2-oxindoles with enones affords 2,2-disubstituted indolin-3-ones through domino Michael addition-oxidation-ring-cleavage-C-N coupling process. O-2 acts as the sole oxidant to accomplish the oxidative process. The indolin-3-ones can be further transformed to pyridazine, azirdine-fused 3-oxindoles, 4-quinolone derivatives easily.

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