Applications of Palladium-Catalyzed C–N Cross-Coupling Reactions
Pd-catalyzed cross-coupling reactions that form C-N bonds have become useful methods to synthesize anilines and aniline derivatives, an important class of compounds throughout chemical research. A key factor in the widespread adoption of these methods has been the continued development of reliable a...
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| Format: | Article |
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American Chemical Society (ACS)
2018
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| Online Access: | http://hdl.handle.net/1721.1/113056 https://orcid.org/0000-0002-5654-503X https://orcid.org/0000-0003-3875-4775 |
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| author | Ruiz-Castillo, Paula Buchwald, Stephen Leffler |
| author2 | Massachusetts Institute of Technology. Department of Chemistry |
| author_facet | Massachusetts Institute of Technology. Department of Chemistry Ruiz-Castillo, Paula Buchwald, Stephen Leffler |
| author_sort | Ruiz-Castillo, Paula |
| collection | MIT |
| description | Pd-catalyzed cross-coupling reactions that form C-N bonds have become useful methods to synthesize anilines and aniline derivatives, an important class of compounds throughout chemical research. A key factor in the widespread adoption of these methods has been the continued development of reliable and versatile catalysts that function under operationally simple, user-friendly conditions. This review provides an overview of Pd-catalyzed N-arylation reactions found in both basic and applied chemical research from 2008 to the present. Selected examples of C-N cross-coupling reactions between nine classes of nitrogen-based coupling partners and (pseudo)aryl halides are described for the synthesis of heterocycles, medicinally relevant compounds, natural products, organic materials, and catalysts. |
| first_indexed | 2024-09-23T16:48:43Z |
| format | Article |
| id | mit-1721.1/113056 |
| institution | Massachusetts Institute of Technology |
| last_indexed | 2024-09-23T16:48:43Z |
| publishDate | 2018 |
| publisher | American Chemical Society (ACS) |
| record_format | dspace |
| spelling | mit-1721.1/1130562022-09-29T21:38:58Z Applications of Palladium-Catalyzed C–N Cross-Coupling Reactions Ruiz-Castillo, Paula Buchwald, Stephen Leffler Massachusetts Institute of Technology. Department of Chemistry Ruiz-Castillo, Paula Buchwald, Stephen Leffler Pd-catalyzed cross-coupling reactions that form C-N bonds have become useful methods to synthesize anilines and aniline derivatives, an important class of compounds throughout chemical research. A key factor in the widespread adoption of these methods has been the continued development of reliable and versatile catalysts that function under operationally simple, user-friendly conditions. This review provides an overview of Pd-catalyzed N-arylation reactions found in both basic and applied chemical research from 2008 to the present. Selected examples of C-N cross-coupling reactions between nine classes of nitrogen-based coupling partners and (pseudo)aryl halides are described for the synthesis of heterocycles, medicinally relevant compounds, natural products, organic materials, and catalysts. National Institutes of Health (U.S.) (Award GM58160) 2018-01-10T21:14:44Z 2018-01-10T21:14:44Z 2016-09 2016-08 2018-01-10T16:14:20Z Article http://purl.org/eprint/type/JournalArticle 0009-2665 1520-6890 http://hdl.handle.net/1721.1/113056 Ruiz-Castillo, Paula and Buchwald, Stephen L. “Applications of Palladium-Catalyzed C–N Cross-Coupling Reactions.” Chemical Reviews 116, 19 (September 2016): 12564–12649 © 2016 American Chemical Society https://orcid.org/0000-0002-5654-503X https://orcid.org/0000-0003-3875-4775 http://dx.doi.org/10.1021/ACS.CHEMREV.6B00512 Chemical Reviews 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) ACS |
| spellingShingle | Ruiz-Castillo, Paula Buchwald, Stephen Leffler Applications of Palladium-Catalyzed C–N Cross-Coupling Reactions |
| title | Applications of Palladium-Catalyzed C–N Cross-Coupling Reactions |
| title_full | Applications of Palladium-Catalyzed C–N Cross-Coupling Reactions |
| title_fullStr | Applications of Palladium-Catalyzed C–N Cross-Coupling Reactions |
| title_full_unstemmed | Applications of Palladium-Catalyzed C–N Cross-Coupling Reactions |
| title_short | Applications of Palladium-Catalyzed C–N Cross-Coupling Reactions |
| title_sort | applications of palladium catalyzed c n cross coupling reactions |
| url | http://hdl.handle.net/1721.1/113056 https://orcid.org/0000-0002-5654-503X https://orcid.org/0000-0003-3875-4775 |
| work_keys_str_mv | AT ruizcastillopaula applicationsofpalladiumcatalyzedcncrosscouplingreactions AT buchwaldstephenleffler applicationsofpalladiumcatalyzedcncrosscouplingreactions |