4.8 Article

Propargyl Alcohols as One-Carbon Synthons: Redox-Neutral Rhodium(III)-Catalyzed C-H Bond Activation for the Synthesis of Isoindolinones Bearing a Quaternary Carbon

Journal

ORGANIC LETTERS
Volume 19, Issue 6, Pages 1294-1297

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b00089

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Funding

  1. National Natural Science Foundation of China [81620108027, 21632008, 21602234, 81220108025]
  2. Major Project of Chinese National Programs for Fundamental Research and Development [2015CB91 0304]

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Herein, rhodium(III)-catalyzed C-H activation/subsequent [4 + 1] cyclization reactions between benzamides and propargyl alcohols are reported in which propargyl alcohols serve as unusual one carbon units. This title transformation led to a series of isoindolinones bearing a quaternary carbon with moderate to good yields without the requirement for external metal oxidants. Due to the mild and simple reaction conditions, this reaction is compatible with various functional groups.

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