文档介绍：Indirect electrochemical oxidation of piperidin-4-ones mediated by sodium halide-base system Michail N. Elinson, *Alexander S. Dorofeev, Sergey K. Feducovich, Ruslan F. Nasybullin, Evgeny F. Litvin, Mikhail V. Kopyshev and Gennady I. Nikishin N. D. Zelinsky Institute anic Chemistry, Leninsky prospect 47, 119991 Moscow, Russia Received 23 March 2006; revised 29 May 2006; accepted 8 June 2006 Available online 30 June 2006 Abstract —Indirect electrochemical oxidation of 1- N-subsituted piperidin-4-ones in methanol in an undivided cell in the presence of sodium iodide/sodium methoxide system leads to the corresponding a-hydroxyketals in 50–80% substance yield (50–65% current yield). 2,2,6,6- Tetramethylpiperidin-4-one under the same conditions forms a mixture of methyl 2,2,5,5-tetramethyl-3-pyrrolidinecarboxylate and methyl 2,2,5,5-tetramethyl-2,5-dihydro-1 H-pyrrole-3-carboxylate in 70% substance yield (60–70% current yield) via electrochemically induced Favorskii rearrangement. ?2006 Elsevier Ltd. All rights reserved. 1. Introduction The oxidation of ketones is a known method for preparing carboxylic acids and their derivatives, - pounds such as a-hydroxyketones, diketones and other use- ful intermediates anic synthesis. 1The formation of adipic acid from cyclohexanone is an important industrial process. a-Hydroxyketones are signi?cant ‘building blocks’ in the construction of nat