Electrochemical C-H phosphorylation of 2-phenylpyridine in the presence of palladium salts

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• 作者：Yu. B. Dudkina ; T. V. Gryaznova ; O. N. Kataeva…
• 关键词：C ; H phosphorylation ; H ; phosphonate ; electrooxidation ; 2 ; phenylpyridine ; palladium complexes
• 刊名：Russian Chemical Bulletin
• 出版年：2014
• 出版时间：December 2014
• 年：2014
• 卷：63
• 期：12
• 页码：2641-2646
• 全文大小：220 KB
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• 作者单位：Yu. B. Dudkina (1)
  T. V. Gryaznova (1)
  O. N. Kataeva (1)
  Yu. H. Budnikova (1)
  O. G. Sinyashin (1)
  
  1. A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, 8 ul. Akad. Arbuzova, 420088, Kazan, Russian Federation
  
• 刊物类别：Chemistry and Materials Science
• 刊物主题：Chemistry
  Chemistry
  Organic Chemistry
  Inorganic Chemistry
  Russian Library of Science
  
• 出版者：Springer New York
• ISSN：1573-9171

文摘

A new approach was developed to the introduction of the phosphonate group into arylpyridines using 2-phenylpyridine as an example. The approach is the electrochemical oxidation of a mixture of 2-phenylpyridine, diethyl phosphite, and palladium acetate at room temperature. An intermediate dipalladium cyclic complex was isolated that is formed by the ortho-palladation of 2-phenylpyridine and substitution of acetate ions by phosphonate ions. The preparative oxidation of this complex selectively results in the product of the phosphorylation of the C-H bond in 2-phenylpyridine.