Synthesis of indoles via palladium-catalyzed annulation of aryl chlorides and internal alkynes

Author(s)
Dussault, Daemian David, 1973-
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Massachusetts Institute of Technology. Dept. of Chemistry.
Advisor
Stephen L. Buchwald.
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Abstract
A palladium-catalyzed preparation of 2,3-disubstituted indoles from commercially available and relatively inexpensive reagents, o-chloroacetanilide and internal alkynes, is reported. The system is efficient in delivering 2,3-disubstituted indoles in good to excellent yield with a high level of regioselectivity in most cases. Alkynes with alkyl, aryl, alkenyl, and trialkylsilyl substituents are compatible with this methodology.
Description
Thesis (S.M.)--Massachusetts Institute of Technology, Dept. of Chemistry, 2005.
 
Includes bibliographical references (leaves 34-35).
 
Date issued
2005
URI
http://hdl.handle.net/1721.1/30210
Department
Massachusetts Institute of Technology. Department of Chemistry
Publisher
Massachusetts Institute of Technology
Keywords
Chemistry.
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