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

Literature Information

Publication Date 2017-11-14
DOI 10.1039/C7OB02300F
Impact Factor 3.876
Authors

Alan M. Jones


View Original

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.

Related Literature

Synergistic effects in controlling excited-state photodimerisation using multiple supramolecular interactions

Yolanda Vida Pol, Rafael Suau, Ezequiel Perez-Inestrosa, Dario M. Bassani

2004-04-29 Communication

DOI: 10.1039/B402298J

Cu@C60 formation in rf-plasma and ring-current induced magnetism of C60

Houjin Huang, Masafumi Ata, Yoko Yoshimoto

2004-04-20 Communication

DOI: 10.1039/B402196G

An enantioselective imprinted receptor for Z-glutamate exhibiting a binding induced color change

Panagiotis Manesiotis, Andrew J. Hall, Marco Emgenbroich, Milena Quaglia, Ersilia De Lorenzi, Börje Sellergren

2004-09-09 Communication

DOI: 10.1039/B407870E

Template synthesis of multi-macrocycles by metathesis reaction‡

Myroslav O. Vysotsky, Anca Bogdan, Leyong Wang, Volker Böhmer

2004-04-28 Communication

DOI: 10.1039/B402719A

Javaniside, a novel DNA cleavage agent from Alangium javanicum having an unusual oxindole skeleton

Ji Ma, Sidney M. Hecht

2004-04-14 Communication

DOI: 10.1039/B402925A

Ring-closing metathesis in biphasic BMI·PF6ionic liquid/toluene medium: a powerful recyclable and environmentally friendly process

Hervé Clavier, Nicolas Audic, Marc Mauduit, Jean-Claude Guillemin

2004-08-25 Communication

DOI: 10.1039/B407964G

Soluble μ-Fi bridged niobium clusters: synthesis and crystal structures of (Et4N)6[Nb6Fi6Bri6(NCS)a6]Br2 and Cs1.6K2.4[Nb6Fi6Ii6(NCS)a6]

Nikolaï G. Naumov, Stéphane Cordier, Christiane Perrin

2004-04-07 Communication

DOI: 10.1039/B400668B

Crystal engineering of urea α-network via I⋯O2N synthon and design of SHG active crystal N-4-iodophenyl-N′-4′-nitrophenylurea

Sumod George, Ashwini Nangia, Chi-Keung Lam, Thomas C. W. Mak, Jean-François Nicoud

2004-04-20 Communication

DOI: 10.1039/B402050B

Thin Pd membrane prepared on macroporous stainless steel tube filter by an in-situ multi-dimensional plating mechanism

Jianhua Tong, Yasuyuki Matsumura

2004-09-20 Communication

DOI: 10.1039/B406975G

[2 + 2]Photocyclization in a single-crystal-to-single-crystal transformation of a TTF-amido-pyridine

Thomas Devic, Patrick Batail, Narcis Avarvari

2004-05-25 Communication

DOI: 10.1039/B404482G

You might also like

Compound Q&A

What precautions should be taken when handling 2-Chloro-1,2-bis(4-methylphenyl)ethanone (CAS: 71193-32-3)?

When handling 2-Chloro-1,2-bis(4-methylphenyl)ethanone (CAS: 71193-32-3), it is ...

71193-32-32-Chloro-1,2-bis(4-m...
Compound Q&A

What industries use 4-Ethoxy-3-(5-methyl-4-oxo-7-propyl-1,4-dihydroimidazo[5,1-f][1,2,4]triazin-2-yl)benzenesulfonyl chloride (CAS: 224789-26-8)?

4-Ethoxy-3-(5-methyl-4-oxo-7-propyl-1,4-dihydroimidazo[5,1-f][1,2,4]triazin-2-yl...

224789-26-84-Ethoxy-3-(5-methyl...
Compound Q&A

How should Methyl 3-Oxo-4-Androsten-17-Carboxylate (CAS: 2681-55-2) be stored?

Methyl 3-Oxo-4-Androsten-17-Carboxylate (CAS: 2681-55-2) should be stored in a c...

2681-55-2Methyl 3-Oxo-4-Andro...
Compound Q&A

What are the main uses of (R)-3-Amino-4-(3-hexylphenylamino)-4-oxobutylphosphonic acid (CAS: 909725-61-7)?

(R)-3-Amino-4-(3-hexylphenylamino)-4-oxobutylphosphonic acid is primarily used i...

909725-61-7(R)-3-Amino-4-(3-hex...
Compound Q&A

What regulatory guidelines apply to 2-Methyl-2-propanyl 3-amino-3-carbamoyl-1-azetidinecarboxylate (CAS: 1254120-14-3)?

2-Methyl-2-propanyl 3-amino-3-carbamoyl-1-azetidinecarboxylate (CAS: 1254120-14-...

1254120-14-32-Methyl-2-propanyl ...
Compound Q&A

Are there alternatives to (E)-4-(tert-Butoxy)-4-oxobut-2-enoic acid (CAS: 135355-96-3) in synthesis?

There are alternative reagents that can be used in synthesis instead of (E)-4-(t...

135355-96-3(E)-4-(tert-Butoxy)-...
Compound Q&A

What are the physical and chemical properties of [2-(3-Chlorophenyl)-1,3-thiazol-4-yl]methanol (CAS: 121202-20-8)?

[2-(3-Chlorophenyl)-1,3-thiazol-4-yl]methanol (CAS: 121202-20-8) is a crystallin...

121202-20-8[2-(3-Chlorophenyl)-...
166249-17-8Methyl (2S)-[(4S)-2,...
Compound Q&A

What is the market or research trend for 1-Bromo-2-isocyanatoethane (CAS: 42865-19-0)?

The market for 1-Bromo-2-isocyanatoethane (CAS: 42865-19-0) is driven by its use...

42865-19-01-Bromo-2-isocyanato...
Compound Q&A

What are the main uses of 4-Nitro-D-phenylalanine hydrochloride (CAS: 147065-06-3)?

4-Nitro-D-phenylalanine hydrochloride (CAS: 147065-06-3) is primarily used in re...

147065-06-34-Nitro-D-phenylalan...

Source Journal

Organic & Biomolecular Chemistry

Organic & Biomolecular Chemistry
CiteScore: 3.4
Self-citation Rate: 10.3%
Articles per Year: 1041

Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.

Recommended Compounds

Recommended Suppliers

Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.