137595-48-3Relevant academic research and scientific papers
Friedlaender Synthesis of Substituted Quinolines from N-Pivaloylanilines
Ubeda, J. Ignacio,Villacampa, Mercedes,Avendano, Carmen
, p. 1176 - 1180 (1998)
Synthesis of a great variety of quinoline derivatives has been developed by lithiation of N-pivaloylanilines with sec-BuLi, formylation with DMF, and subsequent condensation with active methylene groups of aldehydes or ketones (KHMDS).The pivaloyloxy group is eliminated during one-pot procedure in most cases.The scope of the reaction has been studied, showing that the method is limited by the nature of intermediate compounds. - Keywords: Friedlaender synthesis; pivaloylanilines; quinolines; o-metalation; one-pot synthesis
A New Modification of the Friedl?nder Synthesis via ortho-Dilithiated N-Pivaloylanilines
Ubeda, J. Ignacio,Villacampa, Mercedes,Avenda?o, Carmen
, p. 285 - 286 (1997)
Formylation of ortho-dilithiated N-pivaloylanilines followed by treatment with carbonyl compounds and KHMDS affords 3- or 2,3-substituted quinoline derivatives in a one-pot reaction.
