Synlett 2023; 34(01): 73-76
DOI: 10.1055/a-1948-6798
letter

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

a   Department of Chemistry, Faculty of Liberal Arts, Sciences and Global Education, Osaka Metropolitan University, Sakai, Osaka 599-8531, Japan
› Author Affiliations
This work was supported by Daicel Corporation.


Abstract

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

Supporting Information



Publication History

Received: 21 August 2022

Accepted after revision: 21 September 2022

Accepted Manuscript online:
21 September 2022

Article published online:
31 October 2022

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