Synthesis 2004(4): 605-609  
DOI: 10.1055/s-2004-815948
PAPER
© Georg Thieme Verlag Stuttgart · New York

A New, One Pot Synthesis of Alkylated Methyl Tri- and Tetracarboxylate Derivatives­ by Nitrolkanes

Roberto Ballini*, Giovanna Bosica, Dennis Fiorini, Maria Victoria Gil, Alessandro Palmieri
Dipartimento di Scienze Chimiche , Università di Camerino, Via S. Agostino 1, 62032 Camerino, Italy
Fax: +39(0737)402297; e-Mail: roberto.ballini@unicam.it;
Further Information

Publication History

Received 22 December 2003
Publication Date:
03 February 2004 (online)

Abstract

The reaction of nitroalkanes with trimethyl trans-aconitate in acetonitrile, in the presence of DBU as base, allows the one pot formation of alkylated methyl tri- and tetralkanoate derivatives via base induced nitrous acid elimination. The title compounds can also be obtained, in one flask, starting with the reaction of methyl nitroacetate with dimethyl maleate, followed by the addition, in the same flask of the nitroalkane.