Synthesis

Friedländer synthesis of substituted quinolines from N-pivaloylanilines

JI Úbeda, M Villacampa, C Avendaño

Index: Ubeda, J. Ignacio; Villacampa, Mercedes; Avendano, Carmen Synthesis, 1998 , # 8 p. 1176 - 1180

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Citation Number: 17

Abstract

Abstract: 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 the one-pot procedure in most cases. The scope of the reaction has been studied, showing that the method is limited by the nature of ...