P(RNCH2CH2)3N:: An efficient promoter for the nitroaldol (Henry) reaction

被引：104
|
作者：
Kisanga, PB [1 ]
Verkade, JG [1 ]
机构：
[1] Iowa State Univ, Dept Chem, Ames, IA 50011 USA
来源：
JOURNAL OF ORGANIC CHEMISTRY | 1999年 / 64卷 / 12期
关键词：
D O I：
10.1021/jo9818733
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The use of catalytic amounts of the proazaphosphatranes P(MeNCH2CH2)(3)N, P(i-PrNCH2CH2)(3)N and P(HNCH2CN2)(i-PrNCH2CH2)(2)N as nonionic bases in the reaction of nitroalkanes with carbonyl compounds is reported. The reaction proceeds at room temperature in the presence of 2.2 equiv of magnesium sulfate to produce the corresponding beta-nitroalkanols in generally superior yields. Aldehydes react quantitatively in 5-60 min, whereas ketones require up to 3 h to react with nitromethane and up to 7 h for the reaction of ketones with higher nitroalkanes.
引用
收藏
页码：4298 / 4303
页数：6
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