Chiral tertiary-amine catalysts with a urea group can afford 3-substituted isoindolinones both in higher yields (87% vs. 77%) and enantioselectivities (95% ee vs. 46% ee) than chiral bifunctional phase-transfer catalysts under mild conditions.
We achieved a facile synthesis of some C(3)-aryl isoindolinones with free N(2)H from isoindolinone-3-ols and electron-rich aromatic compounds in a two-step method. In continuation we demonstrated a high yielding synthesis of the tetracyclic alkaloid nuevamine.
An efficient paired electrochemical method for selective deuteration of isoindolinones was realized via H/D exchange. Its utility has been well exemplified in the late-stage modification of bioactive molecules and their further transformation.
Density functional theory calculations revealed the mechanism of Rh-catalyzed amination and alkenylation of N-methoxybenzamides for the synthesis of isoindolinone derivatives.
An efficient metal-free approach for the synthesis of isoindolinones and isoquinolinones from 1,2,3-benzotriazin-4(3H)-ones via electron donor–acceptor (EDA) complex formation under visible light is described.