A ligand-enabled strategy achieves deuteration with high deuterium enrichment through both directed sp3 and nondirected sp2 C–H deuteration.
Herein, we report acid/base-controlled and divergent deuteration of N-unsubstituted imidazoles in an imidazole-selective manner.
A novel approach for deuteration of C–H bonds in a ball mill at ambient temperature using Cys-d4 as D-source is developed. In situ Raman, ex situ spectroscopic and DFT data allowed identification of intermediates and insight into the reaction course.
Base-catalyzed deuterations have been studied, computationally and experimentally, using a series of pyridyl salts with a temporary electron-withdrawing group to block the para-position while increasing the acidity in the other positions.
Harnessing the α-amino radical reactivity enables achieving a direct H/D exchange reaction with unmasked primary amines for cost-effective synthesis of α-deuterated products.