A Catalyst-Free Cascade Reaction for the Selective Assembly of 3-Hydroxyisoindolinones on Water

A catalyst- and additive-free cascade reaction between 2-alkynylbenzoic acids and nitrogen-containing nucleophiles for the selective assembly of 3-hydroxyisoindolinones on water has been developed. This protocol features readily available starting materials, an environmentally benign solvent, simple operation, extraordinarily broad substrate scope, good functional group tolerance, excellent selectivity, good to excellent yields, high atom- and step-economy, and high bond-forming efficiency, thus providing a convenient and highly efficient access to 3-hydroxyisoindolinones. This is an example of 3-hydroxyisoindolinone synthesis under catalyst- and additive-free conditions, suggesting the synthetic potential of this method.

开发了一种在水上2-炔基苯甲酸与含氮亲核试剂之间无催化剂和添加剂的级联反应，用于选择性构建3-羟基异吲哚啉酮。该方法具有起始原料易得、溶剂环境友好、操作简单、底物适用范围极广、官能团耐受性好、选择性优异、产率良好至优异、原子经济性和步骤经济性高以及成键效率高等特点，从而为3-羟基异吲哚啉酮的合成提供了一种便捷且高效的途径。这是在无催化剂和添加剂条件下合成3-羟基异吲哚啉酮的一个实例，表明了该方法的合成潜力。