Imide arylation with aryl(TMP)iodonium tosylates
Souradeep Basu, Alexander H. Sandtorv, David R. Stuart
Beilstein Journal of Organic Chemistry · 2018
doi:10.3762/bjoc.14.90 (opens in a new tab)
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Abstract
Herein, we describe the synthesis of N-aryl phthalimides by metal-free coupling of potassium phthalimide with unsymmetrical aryl(TMP)iodonium tosylate salts. The aryl transfer from the iodonium moiety occurs under electronic control with the electron-rich trimethoxyphenyl group acting as a competent dummy ligand. The yields of N-aryl phthalimides are moderate to high and the coupling reaction is compatible with electron-deficient and sterically encumbered aryl groups.
Abstract licence: CC BY
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