Issue 24, 2008
From the journal:

Organic & Biomolecular Chemistry

A one-pot oxidative decarboxylation–Friedel-Crafts reaction of acyclic α-amino acid derivatives activated by the combination of iodobenzene diacetate/iodine and iron dust†

Renhua Fan,*a   Weixun Lia  and  Bing Wang*a  

* Corresponding authors

a Department of Chemistry, Fudan University, 220 Handan Road, Shanghai, China
E-mail: rhfan@fudan.edu.cn
Fax: +86 21 6510 2412
Tel: +86 21 6564 3462

Abstract

An efficient one-pot oxidative decarboxylation–Friedel-Crafts reaction of acyclic α-amino acid derivatives with electron-rich aromatic compounds is reported. The reaction is activated by the combination of iodobenzene diacetate, iodine and iron dust, resulting in a mild and simple reaction system. The use of iron avoids the oxidation of aromatic compounds, and in situ generation of Fe(III) salts to promote the Friedel-Crafts reaction avoids the use of the highly hygroscopic FeCl3.

Graphical abstract: A one-pot oxidative decarboxylation–Friedel-Crafts reaction of acyclic α-amino acid derivatives activated by the combination of iodobenzene diacetate/iodine and iron dust

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Article information

DOI
https://doi.org/10.1039/B815227F
Article type
Paper
Submitted
01 Sep 2008
Accepted
23 Sep 2008
First published
29 Oct 2008

Org. Biomol. Chem., 2008,6, 4615-4621

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A one-pot oxidative decarboxylation–Friedel-Crafts reaction of acyclic α-amino acid derivatives activated by the combination of iodobenzene diacetate/iodine and iron dust

R. Fan, W. Li and B. Wang, Org. Biomol. Chem., 2008, 6, 4615 DOI: 10.1039/B815227F

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