N-Heterocyclic Carbene-Mediated Oxidative Electrosynthesis of Esters in a Microflow Cell

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• 作者：Robert A. Green ; Derek Pletcher ; Stuart G. Leach ; Richard C. D. Brown
• 刊名：Organic Letters
• 出版年：2015
• 出版时间：July 2, 2015
• 年：2015
• 卷：17
• 期：13
• 页码：3290-3293
• 全文大小：345K
• ISSN：1523-7052

文摘

An efficient N-heterocyclic carbene (NHC)-mediated oxidative esterification of aldehydes has been achieved in an undivided microfluidic electrolysis cell at ambient temperature. Productivities of up to 4.3 g h^鈥? in a single pass are demonstrated, with excellent yields and conversions for 19 examples presented. Notably, the oxidative acylation reactions were shown to proceed with a 1:1 stoichiometry of aldehyde and alcohol (for primary alcohols), with remarkably short residence times in the electrolysis cell (<13 s), and without added electrolyte.