4.8 Article

A Novel Synthesis of 1,3-Oxazine-2,4-diones via a Simple and Efficient Reaction of CO2 with 2,3-Allenamides

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ORGANIC LETTERS
卷 11, 期 13, 页码 2900-2903

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AMER CHEMICAL SOC
DOI: 10.1021/ol9009046

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资金

  1. Major State Basic Research and Development Program [2009CB825300]
  2. Shanghai Municipal Committee of Science [08dj1400100]

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A simple and efficient reaction of CO2 with 2,3-allenamides under mild conditions (CO2 balloon without any metal catalyst in the presence of K2CO3 or Cs2CO3) leads to an efficient synthesis of 1,3-oxazine-2,4-diones. The high reactivity of the allene moiety is crucial for the success of this transformation since the corresponding reaction of alpha,beta-unsaturated alkenamides or alkynamides does not occur.

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