A simple synthesis of 1-aminophosphonic acids from 1-hydroxyiminophosphonates with NaBH4 in the presence of transition metal compounds

Date

1996-01-15

Author

Demir, AS
Tanyeli, Cihangir
Sesenoglu, O
Demic, S
Evin, OO

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A new procedure has been developed for the synthesis of 1-aminophosphonic acids. Diethyl phosphonates are converted to hydroxyiminophosphonates when treated with hydroxylamine hydrochloride. Reduction of hydroxyiminophosphonates with NaBH4 in MeOH in the presence of MoO3 or NiCl2 and hydrolysis of 1- aminophosphonates gave 1-aminophosphonic acids in good yield.

Subject Keywords

Organic Phosphorus-Compounds, Sodium-Borohydride, Aminophosphonic Acids, Salt Systems, Derivatives, Reduction, Chloride, Hydrogenation, Inhibitors

URI

https://hdl.handle.net/11511/36580

Journal

TETRAHEDRON LETTERS

DOI

https://doi.org/10.1016/0040-4039(95)02171-x

Collections

Department of Chemistry, Article

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Citation Formats

A. Demir, C. Tanyeli, O. Sesenoglu, S. Demic, and O. Evin, “A simple synthesis of 1-aminophosphonic acids from 1-hydroxyiminophosphonates with NaBH4 in the presence of transition metal compounds,” TETRAHEDRON LETTERS, pp. 407–410, 1996, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/36580.