N-heterocyclic carbene-catalyzed nucleophilic aroylation of fluorobenzenes.
In N-heterocyclic carbene (NHCs) catalyzed nucleophilic substitution of fluorobenzenes, fluoro groups are replaced by aroyl groups, which are derived from aromatic aldehydes. 1,3,4,5-Tetramethylimidazol-2-ylidene is found to be an efficient catalyst. The catalyst loading can be reduced to 1 mol % without a significant decrease in the product yields. Polysubstituted benzophenones are synthesized from fluorobenzenes and benzaldehydes by the NHC-catalyzed aroylation.
Suzuki
Yumiko
Y
School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan. suzuyumi@u-shizuoka-ken.ac.jp
Ota
Shinya
S
Fukuta
Yoshinori
Y
Ueda
Yuki
Y
Sato
Masayuki
M
D001547:Benzaldehydes / Q000737:chemistry*; D001577:Benzophenones / Q000138:chemical synthesis*; D002384:Catalysis; D005464:Fluorobenzenes / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000737:chemistry*; D006838:Hydrocarbons / Q000737:chemistry; D008697:Methane / Q000031:analogs & derivatives / Q000737:chemistry
D001547:Benzaldehydes; D001577:Benzophenones; D005464:Fluorobenzenes; D006571:Heterocyclic Compounds; D006838:Hydrocarbons; C030011:carbene; D008697:Methane