Electrochemical esterification via oxidative coupling of aldehydes and alcohols

Dylan Smeyne; Katherine Verboom; Maria Bryan; James LoBue; Abid Shaikh

doi:10.1016/j.tetlet.2021.152898

Electrochemical esterification via oxidative coupling of aldehydes and alcohols

Dylan Smeyne, Katherine Verboom, Maria Bryan, James LoBue, Abid Shaikh

Georgia Southern University

Research output: Contribution to journal › Article › peer-review

4 Scopus citations

Abstract

An electrolytic method for the direct oxidative coupling of aldehydes with alcohols to produce esters is described. Our method involves anodic oxidation in presence of TBAF as supporting electrolyte in an undivided electrochemical cell equipped with graphite electrodes. This method successfully couples a wide range of alcohols to benzaldehydes with yields ranging from 70 to 90%. The protocol is easy to perform at a constant voltage conditions and offers a sustainable alternative over conventional methods.

Original language	English
Article number	152898
Journal	Tetrahedron Letters
Volume	68
DOIs	https://doi.org/10.1016/j.tetlet.2021.152898
State	Published - Mar 30 2021

Keywords

Alcohols
Aldehydes
Electrolysis
Esterification
Oxidation

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10.1016/j.tetlet.2021.152898

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abstract = "An electrolytic method for the direct oxidative coupling of aldehydes with alcohols to produce esters is described. Our method involves anodic oxidation in presence of TBAF as supporting electrolyte in an undivided electrochemical cell equipped with graphite electrodes. This method successfully couples a wide range of alcohols to benzaldehydes with yields ranging from 70 to 90%. The protocol is easy to perform at a constant voltage conditions and offers a sustainable alternative over conventional methods.",

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AU - Smeyne, Dylan

AU - Verboom, Katherine

AU - Bryan, Maria

AU - LoBue, James

AU - Shaikh, Abid

PY - 2021/3/30

Y1 - 2021/3/30

N2 - An electrolytic method for the direct oxidative coupling of aldehydes with alcohols to produce esters is described. Our method involves anodic oxidation in presence of TBAF as supporting electrolyte in an undivided electrochemical cell equipped with graphite electrodes. This method successfully couples a wide range of alcohols to benzaldehydes with yields ranging from 70 to 90%. The protocol is easy to perform at a constant voltage conditions and offers a sustainable alternative over conventional methods.

AB - An electrolytic method for the direct oxidative coupling of aldehydes with alcohols to produce esters is described. Our method involves anodic oxidation in presence of TBAF as supporting electrolyte in an undivided electrochemical cell equipped with graphite electrodes. This method successfully couples a wide range of alcohols to benzaldehydes with yields ranging from 70 to 90%. The protocol is easy to perform at a constant voltage conditions and offers a sustainable alternative over conventional methods.

KW - Alcohols

KW - Aldehydes

KW - Electrolysis

KW - Esterification

KW - Oxidation

UR - http://www.scopus.com/inward/record.url?scp=85102889301&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2021.152898

DO - 10.1016/j.tetlet.2021.152898

M3 - Article

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VL - 68

JO - Tetrahedron Letters

JF - Tetrahedron Letters

M1 - 152898

ER -

Electrochemical esterification via oxidative coupling of aldehydes and alcohols

Abstract

Keywords

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