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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 32, 2002 - Issue 9
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Original Articles

RAPID, ONE-POT CONVERSION OF ARYL FLUORIDES INTO PHENOLS WITH 2-BUTYN-1-OL AND POTASSIUM t-BUTOXIDE IN DMSO

Jeremy I. Levin Wyeth-Ayerst Research, 401 N. Middletown Rd., Pearl River, NY, 10965, U.S.A.
&
Mila T. Du Wyeth-Ayerst Research, 401 N. Middletown Rd., Pearl River, NY, 10965, U.S.A.
Pages 1401-1406 | Received 14 May 2001, Published online: 17 Aug 2006
 
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ABSTRACT

Aryl fluorides react rapidly with 2-butyn-1-ol and potassium t-butoxide in DMSO under microwave irradiation to give propargylic ethers. These ethers isomerize in situ to the corresponding allenyl ethers, which hydrolyze on work-up to give phenols in good yield.

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