Journal
RUSSIAN CHEMICAL BULLETIN
Volume 63, Issue 12, Pages 2641-2646Publisher
SPRINGER
DOI: 10.1007/s11172-014-0792-3
Keywords
C-H phosphorylation; H-phosphonate; electrooxidation; 2-phenylpyridine; palladium complexes
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Funding
- Russian Science Foundation [14-23-00016]
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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.
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