Abstract

A HOAc‐catalyzed aryloxy/alkoxy‐assisted nucleophilic addition of 2‐methylquinolines to aldehydes in water has been described. With this highly environmentally benign protocol, a series of hydroxyquinolines were efficiently prepared in moderate to good yields. In addition, a HOAc/1,3‐DMBBA (1,3‐dimethylbarbituric acid) synergistic organocatalysis system was also developed for the synthesis of alkenylquinolines which involved a sequence of Knoevenagel condensation, Micheal addition, and retro‐Micheal addition steps.

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