Tetrahedron Letters

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

V Reutrakul, V Rukachaisirikul

Index: Reutrakul, Vichai; Rukachaisirikul, Vatcharin Tetrahedron Letters, 1983 , vol. 24, # 7 p. 725 - 728

Full Text: HTML

Citation Number: 38

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.