| Literature DB >> 27379404 |
Christian Matheis1, Thilo Krause1, Valentina Bragoni1, Lukas J Goossen2.
Abstract
α-Diazo esters are smoothly converted into the corresponding trifluoromethyl thio- or selenoethers by reaction with Me4 NSCF3 or Me4 NSeCF3 , respectively, in the presence of catalytic amounts of copper thiocyanate. This straightforward method gives high yields under neutral conditions at room temperature and is applicable to a wide range of functionalized molecules, including diverse α-amino acid derivatives. It is well-suited for the late-stage introduction of trifluoromethylthio or -seleno groups into drug-like molecules.Entities:
Keywords: copper; diazo compounds; fluorine; fluoroalkylthiolation; synthetic methods
Year: 2016 PMID: 27379404 DOI: 10.1002/chem.201602730
Source DB: PubMed Journal: Chemistry ISSN: 0947-6539 Impact factor: 5.236