Ligand-free palladium catalyzed phosphorylation of aryl iodides

Synthesis of Mixed Arylalkyl Tertiary Phosphines via the Grignard Approach

“…Proton-decoupled 31 P( 1 H) NMR spectra showed resonance between ~−7 ppm and −27 ppm (Supplementary Materials), which was significantly dependent upon the substituents (the more basic the phosphine, the more up-field the signal in the 31 P NMR spectra). In the past, one-or multi-step synthesis of compounds (2) [16,17] (3) [18], (4) [19], (5) [20], (7) [21], (9) [22], (10) [23], and (11) [24] has been reported, including by the Grignard method, with which our results match well. Moreover, in our method, the yields were comparable to the transition-metal-mediated synthesis with equally broad scope.…”

Synthesis of diphenyl-(2-thienyl)phosphine, its chalcogenide derivatives and a series of novel complexes of lanthanide nitrates and triflates

“…39 Diphenyl(2-thienyl)phosphine 3 has also been made as an example of reaction scope in the demonstration of other general, catalytic methods. [40][41][42][43] In all of these previously published methods, the Grignard chemistry appears to be the most user-friendly and has given the highest isolated yields of product. In this work we have chosen to use chemistry similar to Horner and Roder, and our preparation is novel only in that we use 2-bromothiophene as the starting material.…”