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Fluoromethyl phenyl sulfoxide: Highly convenient syntheses of vinyl fluorides and fluoromethylketones

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
24
Issue
7
Identifiers
DOI: 10.1016/s0040-4039(00)81509-9

Abstract

Abstract Alkylation of lithio fluoromethyl phenyl sulfoxide 2 gave the alkylated products in high yields. Pyrolysis of the products led to vinyl fluorides in excellent yields. The reaction of 2 with carbonyl compounds led to the corresponding β-hydroxy-α-fluoromethyl phenyl sulfoxides. Pyrolysis of some of the sulfoxides gave fluoromethylketones in moderate yields.

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