4.6 Article

Visible-Light-Mediated Aromatic Substitution Reactions of Cyanoarenes with 4-Alkyl-1,4-dihydropyridines through Double Carbon-Carbon Bond Cleavage

Journal

CHEMCATCHEM
Volume 8, Issue 6, Pages 1028-1032

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cctc.201600037

Keywords

arenes; aromatic substitution; cleavage reactions; photoredox catalysts; radicals

Funding

  1. Core Research for Evolutionary Science and Technology (CREST), Japan Science and Technology Agency (JST)
  2. Japan Society for the Promotion of Science (JSPS)
  3. Ministry of Education, Culture, Sports, Science and Technology of Japan (MEXT) [26288044, 26620075, 26105708, 26105756, 26870120]
  4. Grants-in-Aid for Scientific Research [26870120, 26105756, 26288044, 26620075, 26105708, 15H05798] Funding Source: KAKEN

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Novel aromatic substitution reactions of cyanoarenes with 4-alkyl-1,4-dihydropyridines as alkylating reagents in the presence of a catalytic amount of a photoredox catalyst proceed smoothly to give the corresponding alkyl-substituted arenes in good to high yields. The present reaction system realizes a novel C-C bond-forming reaction between two fragments generated from the C-C bond-cleavage reactions of two independent substrates.

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