213032-75-8Relevant academic research and scientific papers
Direct C?H Phosphonylation of Electron-Rich Arenes and Heteroarenes by Visible-Light Photoredox Catalysis
Shaikh, Rizwan S.,Ghosh, Indrajit,K?nig, Burkhard
supporting information, p. 12120 - 12124 (2017/09/13)
The direct transformation of ubiquitous, but chemically inert C?H bonds into diverse functional groups is an important strategy in organic synthesis that improves the atom economy and faclitates the preparation and modification of complex molecules. In contrast to the wide applications of aryl phosphonates, their synthesis via direct C?H bond phosphonylation is a less explored area. We report here a general, mild, and broadly applicable visible-light photoredox C?H bond phosphonylation method for electron-rich arenes and heteroarenes. The photoredox catalytic protocol utilizes electron-rich arenes and biologically important heteroarenes as substrates, [Ru(bpz)3][PF6]2 as photocatalyst, ammonium persulfate as oxidant, and trialkyl phosphites as the phosphorus source to provide a wide range of aryl phosphonates at ambient temperature under very mild reaction conditions.
Manganese(III)-mediated direct phosphonylation of arenes
Xu, Wei,Zou, Jian-Ping,Zhang, Wei
experimental part, p. 2639 - 2643 (2010/06/16)
Manganese (III)-promoted direct phosphonylation of mono- and disubstituted arenes with dialkylphosphite afforded regioselective dialkylphosphonates in good yields. The reactions can apply to arenes bearing electron-donating groups and electron-withdrawing
Microwave-promoted palladium(II)-catalyzed C-P bond formation by using arylboronic acids or aryltrifluoroborates
Andaloussi, Mounir,Lindh, Jonas,Saevmarker, Jonas,Sjoeberg, Per J. R.,Larhed, Mats
supporting information; experimental part, p. 13069 - 13074 (2010/05/19)
The first PdII-catalyzed P arylation has been performed by using palladium acetate, the rigid bidentate ligand dmphen (dmphen=2,9-dimethyl-1,10- phenanthroline), and without the addition of base or acid. Couplings of arylboronic acids or aryl t
A direct and new convenient oxidation: Synthesis of substituted arylphosphonates from aromatics
Simeon, Fabrice,Jaffres, Paul-Alain,Villemin, Didier
, p. 10111 - 10118 (2007/10/03)
An easy synthesis of aryl phosphonates by oxidation from aryldichlorophosphines with iodine in good yields is described. Aryldichlorophosphines are obtained by reaction of phosphorous trichloride with some aromatics in presence of various Lewis acids. BiCl3 and Bi(OTf)3 are used for the first time and bismuth trichloride is, for the first time in the case of anisole or thioanisole phosphonylation, used as a true regenerable Lewis acid catalyst in a reaction of direct phosphonylation of aromatics.
