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Synlett 2005(6): 1009-1011  
DOI: 10.1055/s-2005-864817
LETTER
© Georg Thieme Verlag Stuttgart · New York

Petasis Boronic Mannich Reactions of Electron-Poor Aromatic Amines under Microwave Conditions

Markus Follmann*, Franziska Graul, Thorsten Schäfer, Sebastian Kopec, Peter Hamley
Aventis Pharma Deutschland GmbH, a company of the sanofi-aventis group, Industriepark Höchst, G838, 65926 Frankfurt am Main, Germany
Fax: +49(69)305942840; e-Mail: markus.follmann@sanofi-aventis.com;
Further Information

Publication History

Received 22 December 2004
Publication Date:
23 March 2005 (online)

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Abstract

The Petasis reaction of electron-poor aromatic amines such as aminopyridines under microwave irradiation conditions is described. The process provides rapid access to a number of unnatural N-aryl-α-amino acids. The influence of the electronic demand of the boronic acids on the yields is discussed. A comparison with conventional heating is provided.

Key words

amino acids - boron - green chemistry - heterocycles - multicomponent reactions

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11

Microwave system employed: Personal Chemistry’s Emrys Optimizer. See: www.biotage.com.