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Practical Synthesis of Aryl Triflates under Aqueous Conditions

Doug E. Frantz*, Damian G. Weaver, James P. Carey, Michael H. Kress and Ulf H. Dolling

*Department of Process Research, Merck Laboratories, Merck & Co., 466 Devon Park Drive, Wayne, Pennsylvania 19087, Email: doug.frantzutsa.ed

D. E. Frantz, D. G. Weaver, J. P. Carey, M. H. Kress, U. H. Dolling, Org. Lett., 2002, 4, 4717-4718.

DOI: 10.1021/ol027154z

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A simple and efficient synthesis of aryl triflates under biphasic conditions is described which omits the use of amine bases and allows facile isolation by simple solvent evaporation after phase separation. Good yields can also be obtained without the use of organic solvent.

Stereoselective Synthesis of Acetoacetate-Derived Enol Triflates

D. Babinski, I. Soltani, D. E. Frantz, Org. Lett., 2008, 10, 2901-2904.

Key Words

Schotten-Baumann conditions, triflic anhydrid, triflates

ID: J54-Y2002-280