Synthesis 2018-03-28

Catalyst-Free Synthesis of 3-(2-Quinolinemethylene)-Substituted Isoindolinones in Water

Tian, Youping, Sun, Jialin, Zhang, Kaihua, Li, Gaoqiang, Xu, Feng

Index: 10.1055/s-0037-1609491

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Abstract

10.1055/s-0037-1609491 picture

A facile and environmentally benign approach toward the synthesis of novel 3-alkyl-substituted isoindolinones by three-component reactions of 2-formylbenzoic acids, primary amines and 2-methyl­azaarenes in water under catalyst- and additive-free conditions is described. This protocol features the direct construction of multiple C–N and C–C bonds via a tandem Mannich-type reaction and intramolecular cyclization in a one-pot fashion, affording the desired 3-(2-quinolinemethylene)-substituted isoindolinones in high to excellent yields.