Zirconium(IV) compounds as efficient catalysts for synthesis of α-aminophosphonates

被引:162
作者
Bhagat, Srikant
Chakraborti, Asit K.
机构
[1] Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER), S. A. S. Nagar 160 062, Punjab
关键词
D O I
10.1021/jo8009006
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Zirconium(IV) compounds are reported as excellent catalysts for a three-component one-pot reaction of an amine, an aldehyde or a ketone, and a di/trialkyl/aryl phosphite to form alpha-aminophosphonates under solvent-free conditions at rt. Among the various zirconium compounds, ZrOCl2 center dot 8H(2)O and ZrO(ClO4)(2)center dot 6H(2)O were most effective. The reactions were faster with dialkyl/diaryl phosphites than with trialkyl/triaryl phosphites. No O-Me cleavage occurs with aryl methyl ether and methyl ester groups. alpha,beta-Unsaturated carbonyl moiety does not undergo conjugate addition with the phorphorous moiety.
引用
收藏
页码:6029 / 6032
页数:4
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