One-pot synthesis of substituted isoindolin-1-ones via lithiation and substitution of N'-benzyl-N,N-dimethylureas

摘要

Lithiation of various N'-benzyl-N,N-dimethylureas with t-BuLi (3.3 mole equivalents) in anhydrous THF at 0 ℃ followed by reactions with various electrophiles afforded the corresponding 3-substituted isoindolin-1-ones in high yields.Although the isoindolinone skeleton was not commonly encountered in the past, in recent years there has been a great deal of interest in such compounds since they represent the core unit of numerous naturally occurring substances. Also, several members belonging to this family have shown interesting biological properties.