Fast and selective oxidation of primary alcohols to aldehydes or to carboxylic acids and of secondary alcohols to ketones mediated by oxoammonium salts under two- …

P Lucio Anelli, C Biffi, F Montanari…

Index: Anelli, Pier Lucio; Biffi, Carlo; Montanari, Fernando; Quici, Silvio Journal of Organic Chemistry, 1987 , vol. 52, # 12 p. 2559 - 2562

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Citation Number: 698

Abstract

NaOCl in the presence of catalytic amounts of 4-methoxy-2, 2, 6, 6-tetramethylpiperidine-l- oxyl (3b). Cocatalysis by Br-and buffering of pH at 8.6 with NaHC03 are also required. Secondary alcohols are converted to ketones. Further oxidation of aldehydes to carboxylic acids is slow, but the reaction is completed in a few minutes under the same conditions by addition of catalytic amounts of phase-transfer catalyst. All reactions are highly selective. ...