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Synthesis 2009(14): 2345-2348  
DOI: 10.1055/s-0029-1216851
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

The Ullmann Coupling between 2-Chlorobenzoic Acids and Amino Acids; A Valuable Reaction for Preparing 2-Substituted 1-Acetyl-1H-indol-3-yl Acetates­

Juan Carlos Rodriguez Dominguez, Xiao Gang, Gilbert Kirsch*
Laboratoire d’Ingénierie Moléculaire et Biochimie Pharmacologique (LIMBP), Université Paul Verlaine-Metz, Institut Jean Barriol, 1 Boulevard Arago, 57078 Metz, France
Fax: +33(3)87315801; e-Mail: kirsch@univ-metz.fr;
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Publication History

Received 25 February 2009
Publication Date:
29 May 2009 (online)

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Abstract

2-Substituted 3-acetoxy-1-acetyl-1H-indoles were prepared by condensing 2-chlorobenzoic acids with amino acids under Ullmann conditions in good yields, and further cyclodecarboxylation using the Rössing method in moderate to good yields.

Key words

Ullmann coupling - chlorobenzoic acids - amino acids - cyclodecarboxylation - 2-substituted indoles