《Further functional group oxidations using sodium perborate》.pdf

Tetrahedron Vol.45, No. I I, pp. 3299 to 3306. 1989 lm44020/89 $3.00 + .oo Printed in Great Bdain. 0 1989 Pergamon Press plc FURTHER FUNCTIONAL GROUP OXIDATIONS USING SODIUM PERBORATE ALEXANDERMcKILLOP” AND DUNCANKEMP School of Chemical Sciences, University of East Anglia, Norwich, Norfolk, NR4 7TJ, England. (Received in USA 26 September 1988) Abstract - Sodium perborate in acetic acid is an effective reagent for the oxidation of aromatic aldehydes to carboxylic acids, iodoarenes to (diacetoxyiodo)arenes, azines to N-oxides, and various types of sulphur hetero- cycles to S,S-dioxides. Nitriles are unaffected by the -- reagent in acetic acid, but undergo smooth hydration to amides when aqueous methanol is employed as solvent. Sodium perborate is a very cheap, safe and easily handled oxidant (stable, colourless, crystalline solid) which we have shown recently to be a highly effective and, in some cases selective, reagent for the con