Transition-metal-free acid-mediated synthesis of aryl sulfides from thiols and thioethers

Anna M Wagner; Melanie S Sanford

doi:10.1021/jo402567b

Transition-metal-free acid-mediated synthesis of aryl sulfides from thiols and thioethers

J Org Chem. 2014 Mar 7;79(5):2263-7. doi: 10.1021/jo402567b. Epub 2014 Feb 19.

Authors

Anna M Wagner¹, Melanie S Sanford

Affiliation

¹ Department of Chemistry, University of Michigan , 930 North University Avenue, Ann Arbor, Michigan 48109, United States.

PMID: 24548014
DOI: 10.1021/jo402567b

Abstract

The preparation of diaryl and alkyl aryl sulfides via acid-mediated coupling of thiols and thioethers with diaryliodonium salts is reported. The scope, limitations, and mechanism of the transformation are discussed.

Publication types

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

MeSH terms

Copper / chemistry*
Molecular Structure
Onium Compounds / chemistry
Sulfhydryl Compounds / chemistry*
Sulfides / chemical synthesis*
Sulfides / chemistry*
Transition Elements / chemistry*

Substances

Onium Compounds
Sulfhydryl Compounds
Sulfides
Transition Elements
Copper