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N-Heterocyclic Carbene-Catalyzed Nucleophilic Aroylation of Fluorobenzenes

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journal contribution
posted on 21.03.2008, 00:00 authored by Yumiko Suzuki, Shinya Ota, Yoshinori Fukuta, Yuki Ueda, Masayuki Sato
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.