Advances in Organic Synthesis

Volume: 2

Modern Organofluorine Chemistry-Synthetic Aspects

Indexed in: Scopus, Chemical Abstracts, EBSCO, Ulrich's Periodicals Directory

The volume focuses on recent advances in organofluorine chemistry directed towards selective fluorine introduction into various target molecules, employing both traditional and contemporary, ...
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The Chemistry of Interhalogen Monofluorides

Pp. 43-48 (6)

Dale F. Shellhamer and Victor L. Heasley

Abstract

Interhalogen monofluorides (XF; X=Cl, Br or I) generated in situ from hypohalites or N-halosuccinimides and a source of fluoride ion are “sluggish” electrophiles. XF reagents formed from F2 gas and a halogen source (ie: ClF3, Br2, I2,) are very reactive electrophiles. This wide range of reactivity allows the synthetic chemist to carry out reactions on electron-rich or electron-deficient substrates. Halofluorinations of alkenes, alkynes and electrophilic aromatic substitution without catalyst are reviewed. Synthesis of geminal difluorides from hydrazones is also presented.

Affiliation:

Point Loma Nazarene University, 3900 Lomaland Drive, San Diego, CA 92106, USA.