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Published on: July 30, 2017
Palladium-catalyzed fluorocarbonylation using N-formylsaccharin as CO source: general access to carboxylic acid
Tsuyoshi Ueda1, Hideyuki Konishi, Kei Manabe
1School of Pharmaceutical Sciences, University of Shizuoka , 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan, and Process Technology Research Laboratories, Pharmaceutical Technology Division, Daiichi Sankyo Co., Ltd. , 1-12-1 Shinomiya, Hiratsuka, Kanagawa 254-0014, Japan.
Abstract:
N-formylsaccharin, an easily accessible crystalline compound, has been employed as an efficient CO source in Pd-catalyzed fluorocarbonylation of aryl halides to afford the corresponding acyl fluorides in high yields. The reactions use a near-stoichiometric amount of the CO source (1.2 equiv) and tolerate diverse functional groups. The acyl fluorides obtained could be readily transformed into various carboxylic acid derivatives such as carboxylic acid, esters, thioesters, and amides in a one-pot procedure.
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