Abstract

Abstract Nucleophilic vinylic substitutions of (Z)-(β-halovinyl)phenyliodonium salts with tetrabutylammonium halides proceed in a stereoselective manner with retention of configuration yielding vicinal (Z)-vinyl dihalides. This reaction competes with nucleophilic aromatic substitutions. Similar competition was observed in the reactions with potassium halides/cuprous halides.

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