4.7 Article

Transition Metal-Free Amidoalkylation of Benzothiazoles and Amidoalkylarylation of Activated Alkenes with N,N-Dialkylamides

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 7, Pages 3017-3022

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b00096

Keywords

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Funding

  1. National Science Foundation of China [21202167, 21272233, 21472190, 21532009]
  2. Science Foundation of Guangdong Province, China [2014A030313796]

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A general and practical amidoalkylation reaction, using N,N-dialkylamides in the presence of potassium persulfate as the sole reagent, has been developed. 2-Amidoalkylated benzothiazole- and 3-amidoalkyl-substituted indolinone derivatives were obtained by using benzothiazoles and N-aryl-N-methyl-methacrylamides as substrates, respectively. The transformation proceeded smoothly through amidoalkyl radical intermediates that were trapped by benzothiazoles or activated alkenes.

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