Electrophilic monoiodination of terminal alkenes

SV Yemets, TE Shubina, PA Krasutsky

Index: Yemets, Sergiy V.; Shubina, Tatyana E.; Krasutsky, Pavel A. Organic and Biomolecular Chemistry, 2013 , vol. 11, # 17 p. 2891 - 2897

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Citation Number: 6

Abstract

An excess of elemental iodine in N, N-dimethylacetamide enables effective 3/iodanylium-de- hydronation of terminal alkenes with 3-iodopropene derivatives and hydrogen iodide formation within minutes at room temperature. The optimal molar ratio of iodine to substrate was decreased to 1: 1 when hydrogen iodide formed was oxidized on a platinum anode. The electrolytic oxidation recovers iodine as a reagent and diminishes the hydrogen ...