4.8 Article

Room-Temperature Photoinduced Direct C-H-Arylation via Base-Promoted Homolytic Aromatic Substitution

Journal

ORGANIC LETTERS
Volume 15, Issue 6, Pages 1174-1177

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol3034687

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Funding

  1. Agencia Cordoba Ciencia
  2. CONICET
  3. SeCyT
  4. FONCyT

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Conceptually different approach toward biaryl syntheses by photoinduced direct C-H arylation of benzene and thiophene in the presence of t-BuOK is reported. The reaction proceeds through photo- and base-promoted homolytic aromatic substitution. The o-, m- and p- substituted Ad, as well as the electron-donating and electron-withdrawing nature of the substituents were found be good to excellent substrates. Heteroaryl, ArBr, ArCl and double C-H arylation were successfully achieved.

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