One-pot Synthesis of Terminal Vinylphosphonates Catalyzed by Pyridine Grafted GO as Reusable Acid-Base Bifunctional Catalyst

被引:7
|
作者
Sobhani, Sara [1 ]
Zarifi, Farzaneh [1 ]
Skibsted, Jorgen [2 ,3 ]
机构
[1] Univ Birjand, Dept Chem, Coll Sci, Birjand, Iran
[2] Aarhus Univ, Interdisciplinary Nanosci Ctr iNANO, Langelandsgade 140, DK-8000 Aarhus C, Denmark
[3] Aarhus Univ, Dept Chem, Langelandsgade 140, DK-8000 Aarhus C, Denmark
来源
CHEMISTRYSELECT | 2016年 / 1卷 / 11期
基金
美国国家科学基金会;
关键词
Cascade reaction; vinylphosphonate; graphene oxide; heterogeneous catalyst; acid-base bifunctional catalyst; RECYCLABLE HETEROGENEOUS CATALYST; MESOPOROUS SILICA NANOPARTICLES; CHIRAL ALPHA-ARYL; GRAPHENE OXIDE; ENANTIOSELECTIVE SYNTHESIS; SUBSTITUTED ETHYLPHOSPHONATES; ASYMMETRIC HYDROGENATION; MAGNETIC NANOPARTICLES; COOPERATIVE CATALYSIS; DRUG-DELIVERY;
D O I
10.1002/slct.201600517
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Pyridine grafted graphene oxide (Py-GO) as an acid-base bifunctional catalyst was found to show cooperative catalysis in the one-pot synthesis of vinylphosphonates. In the presence of this catalyst, a variety of vinylphosphonates were synthesized by the reaction of different aldehydes (aryl, heteroaryl and alkyl aldehydes), phosphite esters and nitromethane in water. The present method is the first report for the one-pot synthesis of terminal vinylphosphonates using a reusable heterogeneous catalyst through a cascade Henry-Michael reaction followed by nitro elimination. This protocol offers several advantages such as using a simplified one-pot synthetic process with step saving, the least amount of waste, and low operational cost. Furthermore, the heterogeneous catalyst was successfully recovered and reused five times with unaltered catalytic activity.
引用
收藏
页码:2945 / 2951
页数:7
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