Thursday, 17 May 2007
3rd Floor Hall (Pfahler Hall)
269

Synthesis and Evaluation of Derivatives of 1,1,2,2-Tetrafluorothanesulfonic acid

Lois Bryman and Vsevolod V. Rostovtsev. DuPont CR&D, Wilmington, DE

DuPont FluoroIntermediates is developing a number of fluorine-containing reagents and intermediates. Derivatives of 1,1,2,2-tetrafluoroethanesulfonic acid (TFESA) are being developed in CR&D and are offered to customers for evaluation by DuPont FluoroChemicals. This work details the preparation of 1,1,2,2-tetrafluoroethanesulfonyl chloride (TFESCl), 1,1,2,2-tetrafluoroethanesulfonic acid anhydride (TFESAA), and 1,1,2,2-tetrafluoroethanesulfonyl fluoride (TFESF) and demonstrates their use to prepare fluoroalkylsulfonyl phenols or aryl tetraflates. The utility of aryltetraflates for palladium-catalyzed cross-coupling reactions was evaluated and will be discussed. Specific examples include Suzuki and Heck reactions as well as Buchwald-Hartwig aminations.

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