63263-75-2Relevant articles and documents
Efficient synthesis of mono- and diarylphosphinic acids: a microwave-assisted palladium-catalyzed cross-coupling of aryl halides with phosphinate
Kalek, Marcin,Stawinski, Jacek
experimental part, p. 10406 - 10412 (2010/02/27)
A general, efficient method for the microwave-assisted synthesis of mono- and diarylphosphinic acids from anilinium phosphinate and aryl halides, using Pd(0) and Xantphos as a supporting ligand, was developed.
Palladium-catalyzed cross-coupling reaction of anilinium hypophosphite with alkenyl bromides and triflates: Application to the synthesis of GABA analogs
Dumond, Yves R,Montchamp, Jean-Luc
, p. 252 - 260 (2007/10/03)
Alkenyl bromides and triflates undergo palladium-catalyzed cross-coupling with anilinium hypophosphite to afford mono-substituted phosphinates (salts of alkenylphosphonous acids). The reaction is an extension of our previously reported methodology for the synthesis of aryl- and benzyl-phosphonous acids. Our preliminary results show that the best reaction conditions are observed with Pd(OAc)2/dppp as a catalyst, in refluxing benzene or tetrahydrofuran. This novel P-C bond forming reaction conditions are observed synthesis of (1,2,3,6-tetrahydropyridin-4-y1)-methylphosphinic acid (TPMPA), a selective competitive antagonist for GABAc receptors. The divergent synthesis proceeds through protected (1,2,3,6-tetrahydropyridin-4-y1)-phosphinic acid, a previously unknown isoguvacine-like GABA analog. This synthetic intermediate is also an ideal precursor to other biologically interesting GABA analogs.
