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Synthesis 2009(12): 2025-2028  
DOI: 10.1055/s-0029-1216790
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

A Novel Synthesis of Aryl Mesylates via One-Pot Demethylation-Mesylation of Aryl Methyl Ethers Using a Mixture of Phosphorus Pentoxide in Methane­sulfonic Acid

Babak Kaboudin*, Yaghoub Abedi
Department of Chemistry, Institute for Advanced Studies in Basic Sciences (IASBS) Gava Zang, Zanjan 45195-1159, Iran
Fax: +98(241)4214949; e-Mail: kaboudin@iasbs.ac.ir;
Further Information

Publication History

Received 26 January 2009
Publication Date:
30 April 2009 (online)

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Abstract

A simple, efficient, and new method has been developed for the synthesis of aryl mesylates via one-pot demethylation-mesylation of aryl methyl ethers. Treatment of a variety of aryl methyl ethers with a mixture of phosphorus pentoxide in methanesulfonic acid as an efficient reagent proceeded effectively to afford the corresponding aryl mesylates in good yields. This method is easy, rapid­, and good-yielding for the synthesis of aryl mesylates from aryl methyl ethers.

Key words

Eaton’s reagent - demethylation - mesylation - one-pot reaction - aryl mesylates

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