A reusable ligand-free palladium catalyzed phosphonation of aryl iodides, bromides and chlorides with trialkylphosphites is described for the first time in neat water. The aryl phosphonates are obtained in good to excellent yields. The reaction can be also performed with Ni(II) with longer reaction time. The role of tetrabutylammonium bromide in this reaction as reducing agent for generation of Pd(0) at room temperature is also demonstrated. Pd(0)/TBAB was easily reused for three runs without decreasing the efficiency.
An efficient method is reported for the reaction of alcohols or thiols with trialkylphosphitesi nt he presence of aP Ph 3 /2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) mixed reagent system for the preparationo ft rialkyl phosphonate derivatives. The reactions were performed in refluxing acetonitrile to deliver high yields of the title compounds.
A novel chemoselective method for the simple phosphonation of imines withH-phosphonate diethyl ester and study of the electronic and orientation effects of the substituents on phosphorylation reaction.
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