Metal‐Free Selective and Diverse Synthesis of Three Distinct Sets of Isoindolinones from 2‐Alkynylbenzoic Acids and Amines

Abstract

The metal‐free selective and diverse synthesis of three distinct sets of isoindolinones from 2‐alkynylbenzoic acids and amines has been achieved in a reaction‐condition‐controlled manner. This method exhibits valuable advantageous features such as available starting materials, broad substrate scope, excellent selectivity, good to high yields, good functional group tolerance, simple operation, high bond‐forming efficiency, and step economy, thus providing a convenient and efficient access to a variety of heterocyclic compounds incorporating the bioactive isoindolinone motif.

Base‐ and Visible‐Light‐Promoted Formation of 3‐Benzyl‐3‐Methoxyisoindolin‐1‐one

“…These strategies include the use of the corresponding phthalimide, which can be reacted with a Grignard reagent or under decarboxylative or desilylative photochemical conditions with phenyl acetic [10] or benzyltrimethylsilane [11] . Alternatively, diverse amines can be reacted with 3‐benzylidenephthalide [12] or 2‐alkynylbenzoic acids [13] to obtain the 3‐benzyl‐3‐hydroxy‐isoindolin‐1‐one derivatives.…”