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Palladium-catalyzed intermolecular transthioetherification of aryl halides with thioethers and thioesters

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Abstract

Functional group transfer reactions are an important synthetic tool in modern organic synthesis. Herein, we developed a new palladium-catalyzed intermolecular transthioetherification reaction of aryl halides with thioethers and thioesters. The synthetic utility and practicality of this catalytic protocol are demonstrated in a wide range of successful transformations (>70 examples). This catalytic protocol is applicable in carbonylative coupling processes as well, and the first example of carbonylative methylthioesterification of aryl halides has been achieved. Notably, this work also provides an approach to using natural products, such as methionine and selenomethionine, as the functional group sources.

Graphical abstract: Palladium-catalyzed intermolecular transthioetherification of aryl halides with thioethers and thioesters

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Article information


Submitted
01 Nov 2019
Accepted
17 Jan 2020
First published
22 Jan 2020

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2020, Advance Article
Article type
Edge Article

Palladium-catalyzed intermolecular transthioetherification of aryl halides with thioethers and thioesters

Y. Li, G. Bao and X. Wu, Chem. Sci., 2020, Advance Article , DOI: 10.1039/C9SC05532K

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