Bis-ortho-metalation/silylation of unprotected o-phthalic acids. Straightforward access to new silylated N-hydroxyphthalimide (NHPI) analogs

J Michaux, B Bessières, J Einhorn

Index: Michaux, Jerome; Bessires, Bernard; Einhorn, Jacques Tetrahedron Letters, 2012 , vol. 53, # 1 p. 48 - 50

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Citation Number: 9

Abstract

The one pot, in situ ortho-metalation/silylation of unprotected o-phthalic acids using lithium tetramethylpiperidide (LiTMP) and chlorotrimethylsilane is described. This method gives a straightforward access to silylated phthalic anhydrides. These can be easily converted into the corresponding silylated N-hydroxyphthalimide (NHPI) analogs, which are promising new aerobic oxidation catalysts.