Record number :
Title of article :
Regioselective lithiation of aryl benzyl ethers
Author/Authors :
Chodakowski، نويسنده , , Jan and Kli?، نويسنده , , Tomasz and Serwatowski، نويسنده , , Janusz، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2005
Pages :
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Abstract :
The lithiation of a series of aryl benzyl ethers containing –F and –OMe groups has been studied. It was found that the presence of one or two fluorine atoms in the meta position relative to the oxygen atom prevents the lithiation at the benzyl carbon atom. 3-(3′,5′-Dimethoxybenzyloxy)fluorobenzene was lithiated and next reacted with DMF to give 2-(3′,5′-dimethoxybenzyloxy)-6-fluorobenzaldehyde. A three-step procedure was applied to remove three hydrogen atoms from 1,3-difluoro-5-(3′,5′-dimethoxybenzyloxy)benzene and replace them with methyl groups by reactions of the lithiated compounds with MeI.
Keywords :
Aryl benzyl ether , Butyllithium , lithiation
Journal title :
Tetrahedron Letters
Journal title :
Tetrahedron Letters
Serial Year :
Link To Document :