Synthesis of α-aminophosphonates from α-hydroxyphosphonates; a theoretical study

Nóra Zsuzsa Kiss, Zita Rádai, Zoltán Mucsi, G. Keglevich

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Two types of reactions, namely the Pudovik reaction of benzaldehyde and acetophenone with diethyl phosphite as well as the substitution of the α-hydroxyphosphonates so-formed by primary amines to afford α-aminophosphonates, were evaluated by quantum chemical calculations at the B3LYP/6-31G(d,p) level. An unexpected neighboring group effect was found to enhance the substitution. A series of new α-aminophosphonates was synthesized by the microwave-assisted substitution of α-hydroxyphosphonates by alkylamines.

Original languageEnglish
Pages (from-to)260-268
Number of pages9
JournalHeteroatom Chemistry
Volume27
Issue number5
DOIs
Publication statusPublished - Sep 1 2016

ASJC Scopus subject areas

  • Chemistry(all)

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