A Versatile Catalyst System for Suzuki−Miyaura Cross-Coupling Reactions of C(sp[superscript 2])-Tosylates and Mesylates
A catalyst system for the Suzuki−Miyaura cross-coupling reactions of aryl and vinyl tosylates and mesylates has been developed. This catalyst displays excellent functional group tolerance and allows the coupling of heteroarylboronic acids with aryl tosylates and mesylates to be performed in high yie...
| 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/1721.1/82100 https://orcid.org/0000-0003-3875-4775 |
| _version_ | 1826198805347827712 |
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| author | Bhayana, Brijesh Fors, Brett P. Buchwald, Stephen Leffler |
| author2 | Massachusetts Institute of Technology. Department of Chemistry |
| author_facet | Massachusetts Institute of Technology. Department of Chemistry Bhayana, Brijesh Fors, Brett P. Buchwald, Stephen Leffler |
| author_sort | Bhayana, Brijesh |
| collection | MIT |
| description | A catalyst system for the Suzuki−Miyaura cross-coupling reactions of aryl and vinyl tosylates and mesylates has been developed. This catalyst displays excellent functional group tolerance and allows the coupling of heteroarylboronic acids with aryl tosylates and mesylates to be performed in high yields. Moreover, reactions employing alkylboronic acids, as well as heteroaryl, vinyl, and allylic pinacol boronate esters, were conducted with high efficiencies. |
| first_indexed | 2024-09-23T11:09:57Z |
| format | Article |
| id | mit-1721.1/82100 |
| institution | Massachusetts Institute of Technology |
| language | en_US |
| last_indexed | 2024-09-23T11:09:57Z |
| publishDate | 2013 |
| publisher | American Chemical Society (ACS) |
| record_format | dspace |
| spelling | mit-1721.1/821002022-10-01T01:44:48Z A Versatile Catalyst System for Suzuki−Miyaura Cross-Coupling Reactions of C(sp[superscript 2])-Tosylates and Mesylates Bhayana, Brijesh Fors, Brett P. Buchwald, Stephen Leffler Massachusetts Institute of Technology. Department of Chemistry Bhayana, Brijesh Fors, Brett P. Buchwald, Stephen Leffler A catalyst system for the Suzuki−Miyaura cross-coupling reactions of aryl and vinyl tosylates and mesylates has been developed. This catalyst displays excellent functional group tolerance and allows the coupling of heteroarylboronic acids with aryl tosylates and mesylates to be performed in high yields. Moreover, reactions employing alkylboronic acids, as well as heteroaryl, vinyl, and allylic pinacol boronate esters, were conducted with high efficiencies. National Institutes of Health (U.S.) (GM-46059) Merck & Co. (Fellowship) Boehringer Ingelheim Pharmaceuticals Amgen Inc. BASF Chemetall 2013-11-13T15:28:30Z 2013-11-13T15:28:30Z 2009-08 2009-07 Article http://purl.org/eprint/type/JournalArticle 1523-7060 1523-7052 http://hdl.handle.net/1721.1/82100 Bhayana, Brijesh, Brett P. Fors, and Stephen L. Buchwald. “A Versatile Catalyst System for Suzuki−Miyaura Cross-Coupling Reactions of C(sp2)-Tosylates and Mesylates.” Organic Letters 11, no. 17 (September 3, 2009): 3954-3957. https://orcid.org/0000-0003-3875-4775 en_US http://dx.doi.org/10.1021/ol9015892 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 | Bhayana, Brijesh Fors, Brett P. Buchwald, Stephen Leffler A Versatile Catalyst System for Suzuki−Miyaura Cross-Coupling Reactions of C(sp[superscript 2])-Tosylates and Mesylates |
| title | A Versatile Catalyst System for Suzuki−Miyaura Cross-Coupling Reactions of C(sp[superscript 2])-Tosylates and Mesylates |
| title_full | A Versatile Catalyst System for Suzuki−Miyaura Cross-Coupling Reactions of C(sp[superscript 2])-Tosylates and Mesylates |
| title_fullStr | A Versatile Catalyst System for Suzuki−Miyaura Cross-Coupling Reactions of C(sp[superscript 2])-Tosylates and Mesylates |
| title_full_unstemmed | A Versatile Catalyst System for Suzuki−Miyaura Cross-Coupling Reactions of C(sp[superscript 2])-Tosylates and Mesylates |
| title_short | A Versatile Catalyst System for Suzuki−Miyaura Cross-Coupling Reactions of C(sp[superscript 2])-Tosylates and Mesylates |
| title_sort | versatile catalyst system for suzuki miyaura cross coupling reactions of c sp superscript 2 tosylates and mesylates |
| url | http://hdl.handle.net/1721.1/82100 https://orcid.org/0000-0003-3875-4775 |
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