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5.4 Halogenation and Halocyclization of Alkenes

DOI: 10.1055/sos-SD-225-00195

Andries-Ulmer, A.; Gulder, T.Science of Synthesis: Catalytic Oxidation in Organic Synthesis, (20171389.

General Introduction

Oxidative halogenation reactions comprise a plethora of different transformations such as the α-halogenation of carbonyl compounds and the electrophilic halofunctionalization of alkenes. The latter reaction constitutes one of the oldest methods for the functionalization of substrates, and found its way into textbooks already in the 1930s. Since then, halogenations and halocyclizations of alkenes have become workhorses in organic synthesis. They are among the most practical, predictable, and significant reactions, giving rise to a manifold of very useful products. With the carbon—halogen bond (C—Cl, C—Br, C—I) strength being relatively low, halogen atoms serve as good handles for further chemical manipulations, such as substitutions or cross-coupling reactions. In addition to their versatility as synthetic building blocks, halogenated compounds themselves also play an important role as pharmaceuticals, agrochemicals, and materials.

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