ZnCl2‑Mediated Double Addition of Dialkylphosphite to Nitriles for the Synthesis of 1‑Aminobisphosphonates

In this study, the double addition of dialkylphosphite to nitriles in a ZnCl2/Et3N system is described. The reaction was conveniently and directly used for the synthesis of biologically important 1-aminobisphosphonates (ABPs) from nitriles. The one-pot synthesis of 1-aminobisphosphonates from aldehy...

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Bibliographic Details
Published in:Journal of organic chemistry 2019-11, Vol.84 (22), p.14943-14948
Main Authors: Kaboudin, Babak, Esfandiari, Hesam, Moradi, Atieh, Kazemi, Foad, Aoyama, Hiroshi
Format: Article
Language:English
Online Access:Get full text
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Summary:In this study, the double addition of dialkylphosphite to nitriles in a ZnCl2/Et3N system is described. The reaction was conveniently and directly used for the synthesis of biologically important 1-aminobisphosphonates (ABPs) from nitriles. The one-pot synthesis of 1-aminobisphosphonates from aldehydes via the in situ generation of nitriles is also described.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.9b02298