Premium
Copper‐Mediated Introduction of the CF 2 PO(OEt) 2 Motif: Scope and Limitations
Author(s) -
Ivanova Maria V.,
Bayle Alexandre,
Besset Tatiana,
Pannecoucke Xavier,
Poisson Thomas
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201703542
Subject(s) - aryl , reagent , chemistry , halide , molecule , combinatorial chemistry , organic molecules , polymer chemistry , medicinal chemistry , organic chemistry , alkyl
Herein, a general procedure to access CF 2 PO(OEt) 2 ‐containing molecules is reported. The reagent CuCF 2 PO(OEt) 2 is accessible by a simple protocol and a broad range of substrates can be functionalised. The procedure allows the conversion of aryl diazonium salts, as well as aryl, heteroaryl, vinyl and alkynyl iodonium salts, into the corresponding fluorinated molecules at room temperature. Mechanistic studies were performed to gain a better understanding of the reaction pathway. Under similar conditions, vinyl and aryl iodides, allyl halides, and benzyl bromides were also functionalised, and the scope and limitations of the reaction were studied. Finally, the procedure was extended to disulfides to offer new access to SCF 2 PO(OEt) 2 ‐containing molecules.