16463-11-9Relevant articles and documents
A general and efficient method for the palladium-catalyzed cross-coupling of thiols and secondary phosphines
Murata, Miki,Buchwald, Stephen L.
, p. 7397 - 7403 (2004)
The general and efficient cross-coupling of thiols with aryl halides was developed utilizing Pd(OAc)2/1,1′-bis(diisopropylphosphino) ferrocene as the catalyst. The substrate scope is broad and includes a variety of aryl bromides and chlorides,
A general, efficient, and functional-group-tolerant catalyst system for the palladium-catalyzed thioetherification of aryl bromides and iodides
Fernandez-Rodriguez, Manuel A.,Hartwig, John F.
experimental part, p. 1664 - 1672 (2009/07/17)
The cross-coupling reaction of aryl bromides and iodides with aliphatic and aromatic thiols catalyzed by palladium complexes of the bisphosphine ligand CyPF-tBu (1) is reported. Reactions occur in excellent yields, broad scope, high tolerance of functional groups, and with turnover numbers that exceed those of previous catalysts by 2 or 3 orders of magnitude. These couplings of bromo- and iodoarenes are more efficient than the corresponding reactions of chloroarenes and could be conducted with less catalyst loading and/or milder reaction conditions. Consequently, limitations regarding scope and functional group tolerance previously reported in the coupling of aryl chlorides are now overcome.
Highly efficient and functional-group-tolerant catalysts for the palladium-catalyzed coupling of aryl chlorides with thiols
Fernandez-Rodriguez, Manuel A.,Shen, Qilong,Hartwig, John F.
, p. 7782 - 7796 (2007/10/03)
The cross-coupling reaction of aryl chlorides with aliphatic and aromatic thiols catalyzed by palladium complexes of the strongly binding bisphosphine CyPF-tBu ligand (1) is reported. Most of the reactions catalyzed by complexes of ligand 1 occur with turnover numbers that exceed those of previous catalysts by two orders of magnitude. The reactions occur with excellent yields, broad scope and high tolerance of functional groups. Coupling of aryl halides with thiols in the presence of low loadings of catalysts derived from other Josiphos type ligands, as well as ligands of other structural types, are also described.