Title of article
Hypervalent iodine(III)-mediated oxidative acetoxylation of 2-methoxyphenols for regiocontrolled nitrogen benzannulation
Author/Authors
Quideau، نويسنده , , Stéphane and Pouységu، نويسنده , , Laurent and Avellan، نويسنده , , Anne-Virginie and Whelligan، نويسنده , , Daniel K and Looney، نويسنده , , Matthew A، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2001
Pages
4
From page
7393
To page
7396
Abstract
Nitrogen-tethered 2-methoxyphenols are conveniently dearomatized into synthetically useful orthoquinol acetates by treatment with phenyliodine(III) diacetate in methylene chloride at low temperature. Subsequent fluoride- or base-induced intramolecular nucleophilic addition reactions furnish indole and quinoline derivatives. The potential of this methodology for the synthesis of a functionalized lycorine-type alkaloid skeleton is introduced here.
Keywords
orthoquinol acetate , Heterocyclization , arene chemistry , hypervalent iodine , oxidative activation
Journal title
Tetrahedron Letters
Serial Year
2001
Journal title
Tetrahedron Letters
Record number
1647672
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