4.4 Article

A novel catalytic three-component synthesis (Kabachnick-Fields reaction) of alpha-aminophosphonates from ketones

Journal

SYNLETT
Volume -, Issue 15, Pages 2321-2324

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-2003-42118

Keywords

alpha-aminophosphonates; catalysis; tetra-tert-butylphthalocyanines; ketones; alpha-aminophosphonic acids

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A novel and highly convenient catalytic variant of the synthesis of alpha-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 alpha-aminophosphonates in acceptable yields for various ketones, including cyclic, sterically hindered and cage ketones. The unsubstituted alpha-aminophosphonic acids were also obtained from the corresponding esters of series b.

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