4.8 Article

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

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ORGANIC LETTERS
卷 17, 期 13, 页码 3290-3293

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b01459

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资金

  1. EPSRC [EP/L003325/1, EP/K039466/1]
  2. GlaxoSmithKline for a CASE Award
  3. European Regional Development Fund (ERDF)
  4. AI-Chem Project through INTERREG IV A France (Channel)-England Cross-Border Cooperation Programme
  5. EPSRC [EP/K039466/1, EP/L003325/1] Funding Source: UKRI
  6. Engineering and Physical Sciences Research Council [EP/K039466/1, EP/L003325/1] Funding Source: researchfish

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An efficient N-heterocyclic carbene (NHC)-mediated oxidative esterification of aldehydes has been achieved in an undivided microfluidic electrolysis C-ell at ambient temperature. Productivities of up to 4.3 g h(-1) 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 tithes in the electrolysis cell (<13 s), and without added electrolyte.

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