4.8 Article

I2-Mediated oxidative bicyclization of 4-pentenamines to prolinol carbamates with CO2 incorporating oxyamination of the C=C bond

期刊

GREEN CHEMISTRY
卷 19, 期 19, 页码 4515-4519

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ROYAL SOC CHEMISTRY
DOI: 10.1039/c7gc01992k

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资金

  1. National Natural Science Foundation of China [21472106, 91645120, 21372138, 21672120]
  2. Fok Ying Tong Education Foundation of China [151014]
  3. National Key Basic Research Program of China (973 program) [2012CB933402]

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A metal-free oxyamination reaction of alkenes with ambient CO2 is reported. In the presence of I-2 and DBU, CO2 is applied in situ as a protecting group to regulate the nucleophilicity of the amino group and facilitate the bicyclization of 4-pentenamines with high chemoselectivity. Moreover, this reaction provided a feasible approach to prepare prolinol carbamates with good tolerance of functional groups and high efficiency under mild conditions.

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