Issue 27, 2013
From the journal:

Organic & Biomolecular Chemistry

Tandem nucleophilic addition–Oppenauer oxidation of aromatic aldehydes to aryl ketones with triorganoaluminium reagents†

Ying Fu,*a   Yanshou Yang,a   Helmut M. Hügel,b   Zhengyin Du,a   Kehu Wang,a   Danfeng Huanga  and  Yulai Hua  

* Corresponding authors

a Key Laboratory of Eco-Environment-Related Polymer Materials, Ministry of Education, Gansu Key Laboratory of Polymer Materials, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, Gansu 730070, P. R. China
E-mail: fuying@iccas.ac.cn

b Health Innovations Research Institute and School of Applied Sciences, RMIT University, Melbourne, Australia

Abstract

In the presence of pinacolone, the in situ prepared triorganoaluminium reagents reacted with aromatic aldehydes to give ketones in moderate to high yield. We propose that the products are formed via a tandem organoaluminium reagents addition–Oppenauer oxidation sequence.

Graphical abstract: Tandem nucleophilic addition–Oppenauer oxidation of aromatic aldehydes to aryl ketones with triorganoaluminium reagents

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Article information

DOI
https://doi.org/10.1039/C3OB40642C
Article type
Communication
Submitted
31 Mar 2013
Accepted
19 May 2013
First published
21 May 2013

Org. Biomol. Chem., 2013,11, 4429-4432

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Tandem nucleophilic addition–Oppenauer oxidation of aromatic aldehydes to aryl ketones with triorganoaluminium reagents

Y. Fu, Y. Yang, H. M. Hügel, Z. Du, K. Wang, D. Huang and Y. Hu, Org. Biomol. Chem., 2013, 11, 4429 DOI: 10.1039/C3OB40642C

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