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Original Articles

Electrophilic addition of thioselenophosphinic acids to vinyl sulfides and selenides

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Pages 216-226 | Received 20 Oct 2014, Accepted 09 Jan 2015, Published online: 06 Feb 2015
 

Abstract

The thioselenophosphinic acids, R2P(Se)SH (R = Ph, Cy, aralkyl), prepared by acidification of the sodium salts or generated in situ by reaction of secondary phosphine sulfides with elemental selenium, add easily to diverse vinyl sulfides and vinyl selenides in a Markovnikov manner to give the corresponding S- and Se-esters in a ∼60:40 molar ratio (83–96% total yield).

GRAPHICAL ABSTRACT

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