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

Demir, AYHAN; Tanyeli, CİHANGİR; Sesenoglu, O; Demic, S; Evin, OO

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

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

Demir A., Tanyeli C., Sesenoglu O., Demic S., Evin O.

TETRAHEDRON LETTERS, cilt.37, sa.3, ss.407-410, 1996 (SCI-Expanded, Scopus)

Yayın Türü: Makale / Tam Makale
Cilt numarası: 37 Sayı: 3
Basım Tarihi: 1996
Doi Numarası: 10.1016/0040-4039(95)02171-x
Dergi Adı: TETRAHEDRON LETTERS
Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
Sayfa Sayıları: ss.407-410
Orta Doğu Teknik Üniversitesi Adresli: Evet

Özet

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.