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Efficient synthesis of racemic β-aminophosphonates via aza-Michael reaction in water
Authors:Ekaterina V Matveeva
Institution:A.N.Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Vavilova Street, 28, 119991 Moscow GSP-1, Russian Federation
Abstract:Water as a solvent significantly accelerates the addition of various amines to diethyl vinylphosphonate to yield β-aminophosphonates without any catalyst compared to known procedures for such aza-Michael reactions. The products are obtained in quantitative yields and high purity over short reaction times. Using a reactant ratio (vinylphosphonate/amine) of 2:1 resulted in double phosphorylation of primary amines.
Keywords:Amines  Aza-Michael reaction  Vinylphosphonate  Water  β-Aminophosphonates  β-Aminophosphonic acid
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