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Zinc-Catalyzed Markovnikov-Type Hydroisothiocyanation of Alkenes with Ammonium Thiocyanate

Nobukazu Taniguchi*

*Department of Chemistry, Faculty of Liberal Arts, Sciences and Global Education, Osaka Metropolitan University, Sakai, Osaka 599-8531, Japan, Email: ntaniguchiomu.ac.jp

N. Taniguchi, Synlett, 2023, 34, 73-76.

DOI: 10.1055/a-1948-6798


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Abstract

A ZnI2-catalyzed addition of ammonium thiocyanate to olefins in the presence of 4-toluenesulfonic acid and tetrabutylammonium iodide proceeds by a Markovnikov-type process and a radical isomerization to provide the corresponding isothiocyanates selectively and in good yields.


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Key Words

zinc catalysis, Markovnikov reaction, isothiocyanates, thiocyanates, alkenes, isomerization


ID: J72-Y2023