Copper-Mediated N-Arylations of Hydantoins

MINAKEM RECHERCHE has collaborated with the research group of Prof. Gwilherm Evano, from the ULB to develop a flexible approach towards N-arylated hydantoins. We are very pleased to announce that the publication has been approved in the Journal of Organic Chemistry.

 Abstract

A set of two efficient and broadly applicable procedures for the N-arylation of hydantoins at the two nitrogen atoms is reported. The first one relies on the use of stoichiometric amounts of copper(I) oxide under ligandless and base-free conditions and enables a clean and regioselective arylation at the N3 nitrogen atom while the second one is based on the use of catalytic amounts of copper(I) iodide and trans-N, N′-dimethylcyclohexane -1,2-diamine and promotes arylation at the N1 nitrogen atom. Importantly, the combination of these two procedures affords a straightforward and general entry to diarylated hydantoins.

Access the full article now: https://pubs.acs.org/doi/10.1021/acs.joc.8b02284
Authors: Pierre Thilmany, Phidéline Gérard, Agathe Vanoost, Christopher Deldaele, Laurent Petit, and Gwilherm Evano

Feel free to get in contact with our Research team: [email protected] 

Source:  J. Org. Chem., Just Accepted ManuscriptDOI: 10.1021/acs.joc.8b02284Publication Date (Web): November 9, 2018Copyright © 2018 American Chemical Society