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.
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.
A highly efficient tetrabutylammonium decatungstate (TBADT)-catalyzed synthesis of isoindolinones using activated alkenes and alcohols/ethers via hydrogen atom transfer process was developed.
We report a chiral phosphoric acid-catalyzed atroposelective [4+1] annulation for the synthesis of D- and 18O-labeled atropisomers featuring both central and axial chirality.
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.