Synthesis of Isomeric (Methoxycarbonyl)furoyl Phosphonates and Their Reaction with Ethoxycarbonylmethylenetriphenylphosphorane
- 作者: Pevzner L.1
-
隶属关系:
- St. Petersburg State Institute of Technology (Technical University)
- 期: 卷 88, 编号 6 (2018)
- 页面: 1124-1132
- 栏目: Article
- URL: https://journals.rcsi.science/1070-3632/article/view/222241
- DOI: https://doi.org/10.1134/S1070363218060130
- ID: 222241
如何引用文章
详细
Addition of diethyl- and diisopropyl hydrogen phosphites to isomeric (methoxycarbonyl)-2- and 3-furaldehydes in the presence of sodium ethylate or potassium fluoride led to the formation of the corresponding hydroxyphosphonates. When treated with DMSO-acetic anhydride mixture at room temperature these compounds were selectively oxidized to the corresponding furoyl phosphonates. 2-Methoxycarbonyl-3- furoyl phosphonate was synthesized via the Arbuzov reaction from 2-methoxycarbonyl-3-furoyl chloride and triethyl phosphite. The obtained isomeric (methoxycarbonyl)furoylphosphonates regardless of the structure of heterocyclic fragment react with ethoxycarbonylmethylenetriphenylphosphorane to give ethyl 3-(furyl)-3-(dialkoxyphosphoryl) acrylates with trans-location of phosphoryl and carbonyl groups against the double bond.
作者简介
L. Pevzner
St. Petersburg State Institute of Technology (Technical University)
编辑信件的主要联系方式.
Email: pevzner_lm@list.ru
俄罗斯联邦, Moskovskii pr. 26, St. Petersburg, 190031