Synlett 2011(15): 2200-2202  
DOI: 10.1055/s-0030-1261179
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

Solvent-Free Synthesis of Enamines from Alkyl Esters of Propiolic or But-2-yne Dicarboxylic Acid in a Ball Mill

Rico Thorwirth, Achim Stolle*
Institute for Technical Chemistry and Environmental Chemistry (ITUC), Friedrich-Schiller University Jena, Lessingstr. 12, 07743 Jena, Germany
Fax: +49(3641)948402; e-Mail: Achim.Stolle@uni-jena.de;
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Publikationsverlauf

Received 8 June 2011
Publikationsdatum:
12. August 2011 (online)

Abstract

A solvent-free method for the addition of amines to dialkylacetylendicarboxylates or alkylpropiolates using a planetary ball mill was developed. Conversion of educts was quantitative within five minutes without use of any catalyst or base. Beside the E-/Z-isomers, no side products were formed.