Advances in Organic Synthesis

Volume: 2

Modern Organofluorine Chemistry-Synthetic Aspects

Indexed in: 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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α,α-Fluoroalkyl(Alkenyl) Amino Reagents (FAR) - Recent Development

Pp. 269-290 (22)

Viacheslav A. Petrov

Abstract

The review provides an update on the synthesis α-Fluoroalkyl (alkenyl)Amino Reagents (FAR) and their application for conversion of hydroxyand carbonyl compounds into the corresponding fluorides.

The first part of the review contains data on the synthesis of FAR by addition of secondary amines to fluoroolefins, halogen exchange reactions, fluorination of carbonyl and thiocarbonyl compounds, as well as via electron transfer reactions of polyfluorinated bromoalkanes. The second section summarizes data on the physical properties, handling and storage of FAR. The third section of the review discusses the reactions of FAR with primary, secondary, tertiary, and cyclic alcohols, as well as sugars, carbonyl and thiocarbonyl compounds, and acids, which have been developed during the past decade. Recent results on the chemical transformations of FAR other than fluorination reactions are collected in the final section of the review.

Affiliation:

DuPont Central Research and Development Experimental Station, P.O. Box 80328 Wilmington DE 19880-0328, USA.