Nickel‐Catalyzed Hydro‐ and Deutero‐dehalogenations of (Hetero)Aryl Halides under Aqueous Micellar Catalysis Conditions
Year: 2025
Type: article
Abstract: Efficient Ni‐catalyzed hydrodehalogenations and deuterodehalogenations of aryl/heteroaryl halides are reported herein. This new technology can be used to incorporate not only hydrogen, but also deuterium into various aromatic/heteroaromatic compounds with high efficiency, using 2–6 mol % nickel in the presence of stoichiometric NaBH 4 . Over 40 examples have been successfully converted to the corresponding (hetero)arenes in excellent yields. The process is conducted under green chemistry conditions: in water enabled by designer surfactants, a medium which can be readily recycled. Minimal organic solvent, needed given the small (academic) scale of the reactions, is used for product isolation, resulting in low E‐Factors. Additionally, sterically hindered substrates are amenable, as are selected APIs that feature carbon‐fluorine bonds.
Source: ChemSusChem
Authors: Monica S. Lopez Lemus, Rahul D. Kavthe, Rohan M. Thomas, Max Baumann, Karthik S. Iyer, Bruce H. Lipshutz
Institution: University of California, Santa Barbara
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: hybrid
Estimated APC paid: $4,550
OpenAlex ID: W4409760311