4.7 Article

Silver-Mediated Cyanomethylation of Cinnamamides by Direct C(sp3)-H Functionalization of Acetonitrile

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 83, Issue 3, Pages 1525-1531

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b02585

Keywords

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Funding

  1. National Natural Science Foundation of China [81102334, 31370372, 31170323]
  2. Program for New Century Excellent Talents in University, State Education Ministry of China [NCET-2008-0224]
  3. Fundamental Research Funds for the Central Universities [2017KFYXJJ152]

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An efficient, silver-induced tandem radical addition/cyclization for the synthesis of 3,4-dihydroquinolinones is presented, which exhibits a good functional group tolerance. The reaction is easy to operate and amenable to a multigram-scale synthesis. Additionally, this work illustrates the formation of a key skeleton for the synthesis of biologically interesting 3,4-dihydroquinolinone alkaloids.

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