4.7 Article

Combination of PhI(OAc)2 and 2-Nitropropane as the Source of Methyl Radical in Room-Temperature Metal-Free Oxidative Decarboxylation/Cyclization: Construction of 6-Methyl Phenanthridines and 1-Methyl Isoquinolines

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 83, Issue 24, Pages 15415-15425

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b02701

Keywords

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Funding

  1. National Natural Science Foundation of China [21602256, 21502234, 21672262]
  2. CAMS Innovation Fund for Medical Sciences (CIFMS) [2016-I2M-3-009, 2017-I2M-2-004]
  3. Key Research and Development Program of Shandong Province, China [2018GGX109010]
  4. Project of Shandong Province Higher Educational Science and Technology Program [J18KA272]

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A room-temperature metal-free method for generating highly unstable methyl radical was realized from the combination of PhI(OAc)(2) and 2-nitropropane, which provides an efficient approach to methylated phenanthridines and isoquinolines. The strategy was also extended to the generation of other alkyl radicals and a concise synthesis of Roxadustat.

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