RT Journal Article
T1 Copper-Catalyzed Sulfimidation in Aqueous Media: a Fast, Chemoselective and Biomolecule-Compatible Reaction
A1 Meeus, Eva J.
A1 Álvarez Martínez, María
A1 Koelman, Emma
A1 Pérez Romero, Pedro José
A1 Reek, Joost N. H.
A1 Bruin, Bas de
AB Performing transition metal-catalyzed reactions in cells and living systems has equipped scientists with a toolbox to study biological processes and release drugs on demand. Thus far, an impressive scope of reactions has been performed in these settings, but many are yet to be introduced. Nitrene transfer presents a rather unexplored new-to-nature reaction. The reaction products are frequently encountered motifs in pharmaceuticals, presenting opportunities for the controlled, intracellular synthesis of drugs. Hence, we explored the transition metal-catalyzed sulfimidation reaction in water for future in vivo application. Two Cu(I) complexes containing trispyrazolylborate ligands (Tpx) were selected, and the catalytic system was evaluated with the aid of three fitness factors. The excellent nitrene transfer reactivity and high chemoselectivity of the catalysts, coupled with good biomolecule compatibility, successfully enabled the sulfimidation of thioethers in aqueous media. We envision that this copper-catalyzed sulfimidation reaction could be an interesting starting point to unlock the potential of nitrene transfer catalysis in vivo.
PB Wiley
SN 0947-6539
SN 1521-3765 (electrónico)
YR 2024
FD 2024
LK https://hdl.handle.net/10272/23689
UL https://hdl.handle.net/10272/23689
LA eng
NO Meeus, E. J., Álvarez, M., Koelman, E., Pérez, P. J., Reek, J. N. H., & de Bruin, B. (2024). Copper‐Catalyzed Sulfimidation in Aqueous Media: a Fast, Chemoselective and Biomolecule‐Compatible Reaction. In Chemistry – A European Journal (Vol. 30, Issue 14). Wiley. https://doi.org/10.1002/chem.202303939
NO Financial support from the research priority area SustainableChemistry of the University of Amsterdam (RPA SusChem, UvA)is gratefully acknowledged. Also the Ministerio of Ciencia eInnovación for Grants PID2020-113797RB-C21 and Junta deAndalucía for a postdoctoral contract (MA) are kindly acknowledged.Dinghao Wu and Matteo Damian are gratefully thankedfor providing DMEM and cell lysates, respectively.
DS Repositorio Institucional de la Universidad de Huelva
RD 16 jul 2026