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A synthetic guide to alkynyl sulfides

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Abstract

The relative stability and predictable reactivity of alkynyl sulfides make them ideal synthons for the development of new transformations. Classic methods for forming alkynyl sulfides relied on dehydrohalogenation approaches. However more recent methods have focused on employing umpolung strategies, as well as nucleophilic and electrophilic thiol alkynylation. In addition, the recent syntheses of Csp–S bonds have trended towards exploiting catalysis and expanding the reaction scope of the methods. A survey of existing methods to form alkynyl sulfides is presented as well as an evaluation with regards to the scope of each method, to provide the reader with an overview of advantages and limitations of current technology.

Graphical abstract: A synthetic guide to alkynyl sulfides

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Article information


Submitted
30 Apr 2020
Accepted
09 Jun 2020
First published
09 Jun 2020

Org. Biomol. Chem., 2020, Advance Article
Article type
Review Article

A synthetic guide to alkynyl sulfides

J. Santandrea, E. Godin and S. K. Collins, Org. Biomol. Chem., 2020, Advance Article , DOI: 10.1039/D0OB00908C

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