Synthesis and synthetic application of α-formylvinylphosphonates.: Facile synthesis of phosphono-substituted heterocyclic compounds

被引:28
作者
Kouno, R [1 ]
Tsubota, T [1 ]
Okauchi, T [1 ]
Minami, T [1 ]
机构
[1] Kyushu Inst Technol, Dept Appl Chem, Kitakyushu, Fukuoka 8048550, Japan
关键词
D O I
10.1021/jo000149t
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The beta-ethoxy-alpha-phosphonovinyl anion, generated from beta-(ethoxy)vinylphosphonate 1 and LDA, reacted with aldehydes and ketones or phenyl isocyanate to give the corresponding allylic alcohols 2a-m or 1,3-diphenyl-5-phosphonouracil 4 in good or moderate yields. Treatment of the alcohols 2a-d,g,h,j with trifluoroacetic acid led to alpha-formylvinylphosphonates 5a-d,g,h,j in excellent yields. Synthetic application of the alpha-formylvinylphosphonates 5a-d,g,h to phosphono-substituted heterocyclic compounds was studied.
引用
收藏
页码:4326 / 4332
页数:7
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