Title

Trimethoxyphenyl (TMP) as a Useful Auxiliary for in situ Formation and Reaction of Aryl(TMP)iodonium Salts: Synthesis of Diaryl Ethers

Published In

Advanced Synthesis & Catalysis

Document Type

Citation

Publication Date

11-1-2019

Abstract

Herein, we describe a synthetic approach for arylation that exploits the in situ formation and reaction of an unsymmetrical diaryliodonium salt. In this way, aryl iodides are used as reagents in a metal‐free reaction with phenols, and a trimethoxyphenyl (TMP) group is used as a “dummy” group to facilitate transfer of a wide range of aryl moieties. The scope of aryl electrophiles and phenol nucleophiles is broad (>30 examples) and the yields are high (52–95%, 80% avg.). One‐pot coupling reactions avoid the synthesis of diaryliodonium salts and provide opportunities for sequential reactions and novel chemoselectivity.

Description

© 2019 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim

DOI

10.1002/adsc.201901187

Persistent Identifier

https://archives.pdx.edu/ds/psu/30913

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