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Cyclocondensation of amidines with dimethyl acetylenedicarboxylate: A convenient entry into tetramic acids
Author(s) -
Erden Ihsan,
Ozer Galip,
Hoarau Christophe,
Cao Weiguo
Publication year - 2006
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570430220
Subject(s) - dimethyl acetylenedicarboxylate , chemistry , organic chemistry , amidine , combinatorial chemistry , cycloaddition , catalysis
AbstractAmidines undergo cyclocondensations with dimethyl acetylenedicarboxylate (DMAD) to give highly functionalized 5‐dialkylamino‐4‐pyrrolin‐3‐ones. The products are crystalline, highly colored compounds that are uniquely functionalized and represent advanced intermediates in the construction of several other heterocyles, in particular the biologically active tetramic acids. The synthetic transformations of these compounds to tetramic acids are also described.