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32.4.2.1.6.1 Method 1: The Hunsdiecker Reaction

DOI: 10.1055/sos-SD-032-00428

Pollex, A.Science of Synthesis, (200832494.

The halodecarboxylation of α,β-unsaturated carboxylic acids is successfully used for the formation of haloalkenes[‌457‌‌459‌] but, in its original form, the method is limited to the conversion of substituted cinnamic acids into β-halostyrenes, and proceeds with retention of the double-bond configuration of the cinnamic acid. N-Halosuccinimides (NXS), in concert with lithium acetate, provide a successful and low toxic reagent combination for this type of transformation (Scheme 110).[‌458‌]

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