Synthesis of indoles via a tandem benzannulation-cyclization strategy
Vita.
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| Other Authors: | |
| Format: | Thesis |
| Language: | eng |
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Massachusetts Institute of Technology
2009
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| Online Access: | http://hdl.handle.net/1721.1/46045 |
| _version_ | 1811095731999604736 |
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| author | Lam, Tin Yiu |
| author2 | Rick L. Danheiser. |
| author_facet | Rick L. Danheiser. Lam, Tin Yiu |
| author_sort | Lam, Tin Yiu |
| collection | MIT |
| description | Vita. |
| first_indexed | 2024-09-23T16:26:07Z |
| format | Thesis |
| id | mit-1721.1/46045 |
| institution | Massachusetts Institute of Technology |
| language | eng |
| last_indexed | 2024-09-23T16:26:07Z |
| publishDate | 2009 |
| publisher | Massachusetts Institute of Technology |
| record_format | dspace |
| spelling | mit-1721.1/460452019-04-10T19:06:15Z Synthesis of indoles via a tandem benzannulation-cyclization strategy Lam, Tin Yiu Rick L. Danheiser. Massachusetts Institute of Technology. Dept. of Chemistry. Massachusetts Institute of Technology. Dept. of Chemistry. Chemistry. Vita. Thesis (Ph. D.)--Massachusetts Institute of Technology, Dept. of Chemistry, 2008. Includes bibliographical references. Vinylketenes (generated in situ from cyclobutenones or a-diazo ketones) react with ynamides via a pericyclic cascade process to produce highly-substituted aniline derivatives. Cyclization of the benzannulation products can then be achieved via several alternate procedures leading to indoles that are highly substituted on the six-membered ring. The cyclization approaches investigated as the second step in this tandem strategy included aromatic substitution, palladium-catalyzed oxidative amination, and nucleophilic cyclization. This thesis discusses the scope and limitations of this tandem strategy. by Tin Yiu Lam. Ph.D. 2009-06-30T17:08:05Z 2009-06-30T17:08:05Z 2008 2008 Thesis http://hdl.handle.net/1721.1/46045 370422528 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 234 leaves application/pdf Massachusetts Institute of Technology |
| spellingShingle | Chemistry. Lam, Tin Yiu Synthesis of indoles via a tandem benzannulation-cyclization strategy |
| title | Synthesis of indoles via a tandem benzannulation-cyclization strategy |
| title_full | Synthesis of indoles via a tandem benzannulation-cyclization strategy |
| title_fullStr | Synthesis of indoles via a tandem benzannulation-cyclization strategy |
| title_full_unstemmed | Synthesis of indoles via a tandem benzannulation-cyclization strategy |
| title_short | Synthesis of indoles via a tandem benzannulation-cyclization strategy |
| title_sort | synthesis of indoles via a tandem benzannulation cyclization strategy |
| topic | Chemistry. |
| url | http://hdl.handle.net/1721.1/46045 |
| work_keys_str_mv | AT lamtinyiu synthesisofindolesviaatandembenzannulationcyclizationstrategy |