Issue 46, 2021

Sulfur⋯oxygen interaction-controlled (Z)-selective anti-Markovnikov vinyl sulfides

Abstract

The sulfur oxygen (S⋯O) interaction was used herein to obtain (Z)-selective anti-Markovnikov vinyl sulfides from the addition of thiyl radicals to terminal alkynes. DFT calculations predicted that S⋯O interaction originated from the delocalization of the lone-pair of the carbonyl oxygen to the adjacent σ* orbital of the S atom of C–S.

Graphical abstract: Sulfur⋯oxygen interaction-controlled (Z)-selective anti-Markovnikov vinyl sulfides

Supplementary files

Article information

Article type
Communication
Submitted
08 Mar 2021
Accepted
05 May 2021
First published
05 May 2021

Chem. Commun., 2021,57, 5698-5701

Sulfur⋯oxygen interaction-controlled (Z)-selective anti-Markovnikov vinyl sulfides

M. Pramanik, A. Mathuri and P. Mal, Chem. Commun., 2021, 57, 5698 DOI: 10.1039/D1CC01257F

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