Article ID Journal Published Year Pages File Type
5280611 Tetrahedron Letters 2008 5 Pages PDF
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.

Graphical abstractRemarkable rate acceleration is reported for the aza-Michael reaction of diethyl vinylphosphonate with amines in water to yield β-aminophosphonates in quantitative yields.Download full-size image

Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
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