4.7 Article

Introduction of Quinolines and Isoquinolines onto Nonactivated α-C-H Bond of Tertiary Amides through a Radical Pathway

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 82, Issue 1, Pages 170-178

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b02303

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Funding

  1. Ministry of Education, Culture, Sports, Science, and Technology in Japan [15K05418]
  2. Grants-in-Aid for Scientific Research [15K05418, 15K17819] Funding Source: KAKEN

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Treatment of quinolines and isoquinolines with benzoyl peroxide in tertiary amides, such as N,N-dimethylacetamide, N,N-dimethylpropionamide, and N-acetylpyrrolidine, etc., under irradiation with a Hg lamp in the temperature range of 35 degrees C to 40 degrees C gave C-C-bonded quinolines and isoquinolines bearing amide groups with high regioselectivity in good to moderate yields, respectively, under transition-metal-free conditions.

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