Journal
TETRAHEDRON LETTERS
Volume 49, Issue 42, Pages 6129-6133Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2008.08.015
Keywords
amines; aza-Michael reaction; vinylphosphonate; water; beta-aminophosphonates; beta-aminophosphonic acid
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Funding
- Russian Foundation of Basic Research [08-03-00766]
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Water as a solvent significantly accelerates the addition of various amines to diethyl vinylphosphonate to yield beta-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. (c) 2008 Elsevier Ltd. All rights reserved.
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