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Synthesis of α-aryl-diazophosphonates via palladium-catalyzed cross-coupling of aryl iodides with diethyl diazomethylphosphonate
Institution:1. #109, Peptide Research Laboratory, Department of Studies in Chemistry, Central College Campus, Bangalore University, Dr. B.R. Ambedkar Veedhi, Bangalore 560 001, India;2. Department of Chemistry, Government Science College, Tumkur University, B.H. Road, Tumkur 572 103, India
Abstract:An efficient procedure for the Pd-catalyzed arylation of diethyl α-diazomethylphosphonate with aryl iodides is described. It can serve as a pathway for the generation of arylated diazophosphonates, which are typically difficult to access. The significance of this methodology was demonstrated via further synthetic transformations of newly synthesized diazo compounds in cyclopropanation, epoxidation, N–H and O–H insertion reactions.
Keywords:Diazo compounds  Phosphonates  Cross-coupling  Palladium catalysis  Phosphorylated compounds
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