Palladium-Catalyzed N-Arylation of 2-Aminothiazoles
A method for the Pd-catalyzed coupling of 2-aminothiazole derivatives with aryl bromides and triflates is described. Significantly, for this class of nucleophiles, the coupling exhibits a broad substrate scope and proceeds with a reasonable catalyst loading. Furthermore, an interesting effect of ace...
| Main Authors: | , , |
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| Other Authors: | |
| Format: | Article |
| Language: | en_US |
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American Chemical Society (ACS)
2013
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| Online Access: | http://hdl.handle.net/1721.1/81945 https://orcid.org/0000-0003-3875-4775 |
| _version_ | 1826189522764824576 |
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| author | McGowan, Meredeth A. Henderson, Jaclyn L. Buchwald, Stephen Leffler |
| author2 | Massachusetts Institute of Technology. Department of Chemistry |
| author_facet | Massachusetts Institute of Technology. Department of Chemistry McGowan, Meredeth A. Henderson, Jaclyn L. Buchwald, Stephen Leffler |
| author_sort | McGowan, Meredeth A. |
| collection | MIT |
| description | A method for the Pd-catalyzed coupling of 2-aminothiazole derivatives with aryl bromides and triflates is described. Significantly, for this class of nucleophiles, the coupling exhibits a broad substrate scope and proceeds with a reasonable catalyst loading. Furthermore, an interesting effect of acetic acid as an additive is uncovered that facilitates catalyst activation. |
| first_indexed | 2024-09-23T08:16:12Z |
| format | Article |
| id | mit-1721.1/81945 |
| institution | Massachusetts Institute of Technology |
| language | en_US |
| last_indexed | 2024-09-23T08:16:12Z |
| publishDate | 2013 |
| publisher | American Chemical Society (ACS) |
| record_format | dspace |
| spelling | mit-1721.1/819452022-09-23T12:00:42Z Palladium-Catalyzed N-Arylation of 2-Aminothiazoles McGowan, Meredeth A. Henderson, Jaclyn L. Buchwald, Stephen Leffler Massachusetts Institute of Technology. Department of Chemistry McGowan, Meredeth A. Henderson, Jaclyn L. Buchwald, Stephen Leffler A method for the Pd-catalyzed coupling of 2-aminothiazole derivatives with aryl bromides and triflates is described. Significantly, for this class of nucleophiles, the coupling exhibits a broad substrate scope and proceeds with a reasonable catalyst loading. Furthermore, an interesting effect of acetic acid as an additive is uncovered that facilitates catalyst activation. National Institutes of Health (U.S.) (Grant GM 58160) National Institutes of Health (U.S.) (Postdoctoral Fellowship F32GM097771) National Science Foundation (U.S.) (CHE-9808061) 2013-11-01T16:29:41Z 2013-11-01T16:29:41Z 2012-03 2012-01 Article http://purl.org/eprint/type/JournalArticle 1523-7060 1523-7052 http://hdl.handle.net/1721.1/81945 McGowan, Meredeth A., Jaclyn L. Henderson, and Stephen L. Buchwald. “Palladium-Catalyzed N-Arylation of 2-Aminothiazoles.” Organic Letters 14, no. 6 (March 16, 2012): 1432-1435. https://orcid.org/0000-0003-3875-4775 en_US http://dx.doi.org/10.1021/ol300178j Organic Letters Article is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use. application/pdf American Chemical Society (ACS) PMC |
| spellingShingle | McGowan, Meredeth A. Henderson, Jaclyn L. Buchwald, Stephen Leffler Palladium-Catalyzed N-Arylation of 2-Aminothiazoles |
| title | Palladium-Catalyzed N-Arylation of 2-Aminothiazoles |
| title_full | Palladium-Catalyzed N-Arylation of 2-Aminothiazoles |
| title_fullStr | Palladium-Catalyzed N-Arylation of 2-Aminothiazoles |
| title_full_unstemmed | Palladium-Catalyzed N-Arylation of 2-Aminothiazoles |
| title_short | Palladium-Catalyzed N-Arylation of 2-Aminothiazoles |
| title_sort | palladium catalyzed n arylation of 2 aminothiazoles |
| url | http://hdl.handle.net/1721.1/81945 https://orcid.org/0000-0003-3875-4775 |
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