Thioamination of Alkenes with Hypervalent Iodine Reagents

Pushpak Mizar; Rebecca Niebuhr; Matthew Hutchings; Umar Farooq; Thomas Wirth

doi:10.1002/chem.201504636

Thioamination of Alkenes with Hypervalent Iodine Reagents

Chemistry. 2016 Jan 26;22(5):1614-7. doi: 10.1002/chem.201504636. Epub 2016 Jan 7.

Authors

Pushpak Mizar¹, Rebecca Niebuhr¹, Matthew Hutchings¹, Umar Farooq^{1

2}, Thomas Wirth³

Affiliations

¹ School of Chemistry, Cardiff University, Park Place, Main Building, Cardiff, CF10 3AT, UK), Fax.
² Department of Chemistry, COMSATS Institute of Information Technology, Abbottabad, Pakistan.
³ School of Chemistry, Cardiff University, Park Place, Main Building, Cardiff, CF10 3AT, UK), Fax. wirth@cf.ac.uk.

Abstract

An efficient thioamination of alkenes mediated by iodine(III) reagents is described. The use of different sulfur nucleophiles allows the flexible synthesis of 1,2-aminothiols from alkenes. By employing chiral iodine(III) reagents, a stereoselective version of the thioamination protocol has also been developed.

Keywords: addition; alkenes; amination; heterocycles; iodine.

Publication types

Research Support, Non-U.S. Gov't