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A simple and versatile protocol for the preparation of 1,3‐functionalized heterocycles utilizing benzoylpyruvates
Author(s) -
Nolsöe Jens M. J.,
Ertan Anne,
Svensson Mats,
Weigelt Dirk
Publication year - 2010
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.448
Subject(s) - chemistry , regioselectivity , yield (engineering) , condensation , nitrogen , solvent , combinatorial chemistry , organic chemistry , catalysis , materials science , physics , metallurgy , thermodynamics
AbstractAcid‐mediated condensation between benzoylpyruvates and various dinucleophiles in alcoholic solvent furnished the heterocyclic imprint in moderate to good yield. Combining a range of symmetric as well as nonsymmetric nitrogen/nitrogen or nitrogen/carbon centered dinucleophiles resulted in excellent regioselectivity. γ‐Difunctionalized fused pyrimidines, pyridazines, and pyridines were produced in this manner. The protocol was designed to obviate chromatographic purification. J. Heterocyclic Chem., (2010).