One-Step and Mild Synthesis of 3-(1,3,4-Oxadiazol-2-Yl)isoindolin-1-Ones Through Ugi Four-Component Domino Dicyclization

A novel and efficient Ugi four-component domino dicyclization strategy has been developed for one-step constructing diverse 3-(1,3,4-oxadiazol-2-yl)isoindolin-1-ones with good yields, without the need for additional additives. This domino dicyclization process underwent three consecutive reactions including Ugi, aza-Wittig and N-acylation by utilizing (N-isocyanimine)triphenylphosphorane, methyl 2-formylbenzoate, primary amines, and carboxylic acids. The initial biological activity testing revealed that compound 5 i exhibited good antifungal activity against certain fungi and demonstrated versatile applications in the fields of pesticide chemistry. We developed an efficient one-step method for the preparation of polysubstituted 3-(1,3,4-Oxadiazol-2-yl)isoindolin-1-ones via Ugi four-component domino dicyclization starting from the easily accessible (N-isocyanimine)triphenylphosphorane under mild reaction conditions. image