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

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

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Author(s)
Dussault, Daemian David, 1973-
Advisor(s)
Stephen L. Buchwald.
Date Issued
2005
Publisher
Massachusetts Institute of Technology
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).
Subjects
Chemistry.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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M.I.T. theses are protected by copyright. They may be viewed from this source for any purpose, but reproduction or distribution in any format is prohibited without written permission. See provided URL for inquiries about permission.
http://dspace.mit.edu/handle/1721.1/7582
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http://hdl.handle.net/1721.1/30210
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