A Novel Catalytic Three-Component Synthesis (Kabachnick-Fields Reaction) of α-Aminophosphonates from Ketones

Abstract A novel and highly convenient catalytic variant of the synthesis of α-aminophosphonates on basis of the Kabachnik-Fields reaction [three-component reaction of ketones, diethylphosphite and either benzylamine (series A) of ammonium carbonate (series B)] in the presence of tetra-TERT-butylpht...

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Bibliographic Details
Published in:Synlett 2003-12, Vol.2003 (15), p.2321-2324
Main Authors: Matveeva, Elena D., Podrugina, Tatyana A., Tishkovskaya, Elena V., Tomilova, Larisa G., Zefirov, Nikolay S.
Format: Article
Language:English
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Summary:Abstract A novel and highly convenient catalytic variant of the synthesis of α-aminophosphonates on basis of the Kabachnik-Fields reaction [three-component reaction of ketones, diethylphosphite and either benzylamine (series A) of ammonium carbonate (series B)] in the presence of tetra-TERT-butylphthalocyanines has been developed. This method affords α-aminophosphonates in acceptable yields for various ketones, including cyclic, sterically hindered and cage ketones. The unsubstituted α-aminophosphonic acids were also obtained from the corresponding esters of series B.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2003-42118