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A new synthesis of alkyl fluorides

โœ Scribed by Suzanne T. Purrington; James H. Pittman


Book ID
104221775
Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
96 KB
Volume
29
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


Reduction of a-fluorosulfides with sodium in alcohol results in the formation of fluoroalkanes. We recently reported a novel synthesis for a-fluorosulfides from thioacetals and mercuric fluoride in acetonitrile at room temperature.' Purification of the unstable a-fluorosulfides proved impossible, thus they were oxidized to the more stable a-fluorosulfoxides. After


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A useful conversion of alcohols to alkyl fluorides via their fluoroformates is introduced. The fluoroformates are obtained in nearly quantitative yield from the alcohols by treatment with COF 2 (generated in situ from bis(trichloromethyl) carbonate) in ether with KF as an added acid scavenger. The n