Selective C-H bond electro-oxidation of benzylic acetates and alcohols to benzaldehydes

Mateus R Barone; Alan M Jones

doi:10.1039/C7OB02300F

Selective C-H bond electro-oxidation of benzylic acetates and alcohols to benzaldehydes

Mateus R Barone, Alan M Jones

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Abstract

A chemical oxidant-free and mediator-free, direct electro-oxidation of both benzylic alcohols and benzylic esters are reported. The scope of the reaction is explored as a function of both steric and electronic effects. Expansion of the scope to non-benzylic and heteroaryl substrates is investigated. Functionalisation of esters and alcohols selectively to the aldehyde oxidation level using a traceless electron approach is reported.

Original language	English
Pages (from-to)	10010-10015
Number of pages	6
Journal	Organic and Biomolecular Chemistry
Volume	15
Issue number	47
Early online date	14 Nov 2017
DOIs	https://doi.org/10.1039/C7OB02300F
Publication status	Published - 6 Dec 2017

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10.1039/C7OB02300FLicence: Creative Commons: Attribution (CC BY)

Barone_et_al_Selective_C-H_Bond_Organic_Biomolecular_Chemistry
DOI: 10.1039/C7OB02300F. Citation: Org. Biomol. Chem., 2017,15, 10010-10015
Accepted author manuscript, 1.19 MBLicence: Creative Commons: Attribution (CC BY)
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title = "Selective C-H bond electro-oxidation of benzylic acetates and alcohols to benzaldehydes",

abstract = "A chemical oxidant-free and mediator-free, direct electro-oxidation of both benzylic alcohols and benzylic esters are reported. The scope of the reaction is explored as a function of both steric and electronic effects. Expansion of the scope to non-benzylic and heteroaryl substrates is investigated. Functionalisation of esters and alcohols selectively to the aldehyde oxidation level using a traceless electron approach is reported.",

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T1 - Selective C-H bond electro-oxidation of benzylic acetates and alcohols to benzaldehydes

AU - Barone, Mateus R

AU - Jones, Alan M

PY - 2017/12/6

Y1 - 2017/12/6

N2 - A chemical oxidant-free and mediator-free, direct electro-oxidation of both benzylic alcohols and benzylic esters are reported. The scope of the reaction is explored as a function of both steric and electronic effects. Expansion of the scope to non-benzylic and heteroaryl substrates is investigated. Functionalisation of esters and alcohols selectively to the aldehyde oxidation level using a traceless electron approach is reported.

AB - A chemical oxidant-free and mediator-free, direct electro-oxidation of both benzylic alcohols and benzylic esters are reported. The scope of the reaction is explored as a function of both steric and electronic effects. Expansion of the scope to non-benzylic and heteroaryl substrates is investigated. Functionalisation of esters and alcohols selectively to the aldehyde oxidation level using a traceless electron approach is reported.

U2 - 10.1039/C7OB02300F

DO - 10.1039/C7OB02300F

M3 - Article

C2 - 29164221

SN - 1477-0520

VL - 15

SP - 10010

EP - 10015

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 47

ER -

Selective C-H bond electro-oxidation of benzylic acetates and alcohols to benzaldehydes

Abstract

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