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ChemInform Abstract: Electrolytic Partial Fluorination of Organic Compounds. Part 25. Regioselective Anodic Fluorination of Naphthalene- and Pyridine-acetate and -acetonitrile Derivatives.

✍ Scribed by S. HIGASHIYA; T. SATO; T. FUCHIGAMI

Publisher
John Wiley and Sons
Year
2010
Weight
34 KB
Volume
29
Category
Article
ISSN
0931-7597

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✦ Synopsis

Electrolytic Partial Fluorination of Organic Compounds. Part 25. Regioselective Anodic Fluorination of Naphthalene-and Pyridineacetate and -acetonitrile Derivatives.

-The title derivatives (I) and (III) are fluorinated to provide analogues of plant-growth regulators (auxins). Naphthalene derivatives (I) are selectively fluorinated at the Ξ±-carbon, whereas naphthalenes without an Ξ±-phenylsulfenyl group are polyfluorinated. Contrarily, pyridines (III) give the corresponding Ξ±-fluoro compounds in low yields in acetonitrile. However, a significant improvement of the yields is observed by use of Ph 2

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