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Paper | Special issue | Vol 30, No. 1, 1990, pp.627-633
Published online, 1st January, 1970
DOI: 10.3987/COM-89-S79
Synthesis of 1-(Phenylsulfonyl)indol-3-yl Trifluoromethanesulfonate

Samuel C. Conway and Gordon W. Gribble*

*Department of Chemistry, Dartmouth College, Hanover, New Hampshire 03775, U.S.A.


The synthesis of the potentially useful intermediate 1-(phenylsulfonyl)indol-3-yl trifluoromethanesulfonate (triflate) (1), via several approaches to the corresponding indoxyl 6, is described. Of these, the direct oxidation of 1-(phenylsulfonyl)indoles (2) with magnesium monoperphthalate (MMPP) in refluxing acetic acid is the most concise route to 6.