Synthesis of indoles via palladium-catalyzed annulation of aryl chlorides and internal alkynes
Thesis (S.M.)--Massachusetts Institute of Technology, Dept. of Chemistry, 2005.
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| Format: | Thesis |
| Language: | eng |
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Massachusetts Institute of Technology
2006
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| Online Access: | http://hdl.handle.net/1721.1/30210 |
| _version_ | 1811093749563916288 |
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| author | Dussault, Daemian David, 1973- |
| author2 | Stephen L. Buchwald. |
| author_facet | Stephen L. Buchwald. Dussault, Daemian David, 1973- |
| author_sort | Dussault, Daemian David, 1973- |
| collection | MIT |
| description | Thesis (S.M.)--Massachusetts Institute of Technology, Dept. of Chemistry, 2005. |
| first_indexed | 2024-09-23T15:50:04Z |
| format | Thesis |
| id | mit-1721.1/30210 |
| institution | Massachusetts Institute of Technology |
| language | eng |
| last_indexed | 2024-09-23T15:50:04Z |
| publishDate | 2006 |
| publisher | Massachusetts Institute of Technology |
| record_format | dspace |
| spelling | mit-1721.1/302102019-04-11T14:39:34Z Synthesis of indoles via palladium-catalyzed annulation of aryl chlorides and internal alkynes Dussault, Daemian David, 1973- Stephen L. Buchwald. Massachusetts Institute of Technology. Dept. of Chemistry. Massachusetts Institute of Technology. Dept. of Chemistry. Chemistry. Thesis (S.M.)--Massachusetts Institute of Technology, Dept. of Chemistry, 2005. Includes bibliographical references (leaves 34-35). 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. by Daemian David Dussault. S.M. 2006-03-24T18:30:33Z 2006-03-24T18:30:33Z 2005 2005 Thesis http://hdl.handle.net/1721.1/30210 60696680 eng 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 41, [1] leaves 1537351 bytes 1540037 bytes application/pdf application/pdf application/pdf Massachusetts Institute of Technology |
| spellingShingle | Chemistry. Dussault, Daemian David, 1973- Synthesis of indoles via palladium-catalyzed annulation of aryl chlorides and internal alkynes |
| title | Synthesis of indoles via palladium-catalyzed annulation of aryl chlorides and internal alkynes |
| title_full | Synthesis of indoles via palladium-catalyzed annulation of aryl chlorides and internal alkynes |
| title_fullStr | Synthesis of indoles via palladium-catalyzed annulation of aryl chlorides and internal alkynes |
| title_full_unstemmed | Synthesis of indoles via palladium-catalyzed annulation of aryl chlorides and internal alkynes |
| title_short | Synthesis of indoles via palladium-catalyzed annulation of aryl chlorides and internal alkynes |
| title_sort | synthesis of indoles via palladium catalyzed annulation of aryl chlorides and internal alkynes |
| topic | Chemistry. |
| url | http://hdl.handle.net/1721.1/30210 |
| work_keys_str_mv | AT dussaultdaemiandavid1973 synthesisofindolesviapalladiumcatalyzedannulationofarylchloridesandinternalalkynes |