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|Title:||Review on modern advances of chemical methods for the introduction of a phosphonic acid group|
|Citation:||Chemical Reviews, 2011; 111(12):7981-8006|
|Publisher:||American Chemical Society|
|Charles S. Demmer, Niels Krogsgaard-Larsen, and Lennart Bunch|
|Abstract:||An overview of the physical-organic chemistry properties of the phosphonic acid group in connection to medicinal chemistry aspects is presented. A review on advances and modern synthetic methods for its introduction with respect to substrate-carbon hybridization is also presented. An alternative approach for the introduction of a dialkyl phosphonate group on to a benzyl halide is by a palladium(0)-catalyzed crosscoupling reaction, originally developed by Laven et al. In the presence of the Pd(O) catalyst [Pd 2(dba) 3(CHCl 3)] and Xantphos, a reactive Pd(O) Xantphos complex is formed, which undergoes oxidative addition to the benzyl halide substrate. Gelman et al. reported a method for the synthesis of aryl- and vinyl-phosphonic acids using copper(I) iodide and Cs 2CO 3 as base in toluene. Ishii et al. have developed a method for the addition H-phosphonate to nucleophilic alkenes, which relies on the use of MnOAc) 2 as catalyst.|
|Rights:||Copyright © 2011 American Chemical Society|
|Appears in Collections:||Aurora harvest 7|
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