A simple and versatile protocol for the preparation of 1,3‐functionalized heterocycles utilizing benzoylpyruvates | Zendy

Nolsöe Jens M. J. | Zendy; Ertan Anne | Zendy; Svensson Mats | Zendy; Weigelt Dirk | Zendy

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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

Acid‐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).

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