Synthesis 2006(14): 2339-2342  
DOI: 10.1055/s-2006-942432
PAPER
© Georg Thieme Verlag Stuttgart · New York

TMSCl-Promoted Addition of Diethyl Phosphite to an Imine for the Synthesis of Bis[1-diethoxyphosphorylalkyl]amines

Babak Kaboudin*, Khavar Moradi
Department of Chemistry, Institute for Advanced Studies in Basic Sciences (IASBS), Gava Zang, Zanjan 45195-1159, Iran
Fax: +98(241)4249023; e-Mail: kaboudin@iasbs.ac.ir;
Further Information

Publication History

Received 10 February 2006
Publication Date:
26 June 2006 (online)

Abstract

A convenient preparative approach for the synthesis of bis[1-diethoxyphosphorylalkyl]amines has been developed. Treatment of aromatic aldehydes with ammonia and reaction with diethyl phosphite gives diethyl aryl[(arylmethylidene)amino]methylphosphonates, which can be easily reacted with diethyl phosphite in the presence of chlorotrimethylsilane to give bis[1-diethoxyphosphor­ylalkyl]amines. This method is easy, rapid, and good-yielding for the synthesis of bis[1-diethoxyphosphorylalkyl]amines from simple starting materials.