Friedliinder reaction

A Friedliinder reaction (review [3017]) between a 2-aminobenzaIdehyde (2.3) and a 4-unsubstituted resorcinol in the presence of a base is a convenient method of synthesizing a fused pyridine, but the expected product (2.6) of a Friedlander reaction between 2-aminobenzaldehyde and A -acetyl-3-pyrrolidone in aqueous alkali was not obtained instead, a low yield of the isomeric ring system (2.S) was isolated. Both types of products were obtained when the pyrrolidone was replaced by ethyl 3-oxopyrrolidine-l-carboxylate, the [3,2-6] isomer predominating. A mixture of isomers was also obtained when the reaction was attempted under acidic conditions. 

Mamedov VA, Kad5ux)va SF, Zhukova NA, Galimullina VR, Polyancev FM, Latypov ShK (2014b) Friedliinder reaction/quinoxalinone-benzimidazole rearrangement sequence expeditious entry to diverse quinoline derivatives with the benzimidazole moieties. Tetrahedron 70 (35) 5934-5946. doi 10.1016/j.tet.2014.06.007... 

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See also in sourсe #XX -- [ ]

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