The Synthesis of Sterically Hindered Amides
Amide bond formation is one of the most important reactions due to the ubiquity of the amide functional group in pharmaceuticals and biologically active compounds. However, even the best existing methods reach their limits when it comes to the synthesis of sterically hindered amides. In th...
| Main Authors: | , |
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| Format: | Article |
| Language: | deu |
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Swiss Chemical Society
2014-04-01
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| Series: | CHIMIA |
| Subjects: | |
| Online Access: | https://www.chimia.ch/chimia/article/view/5553 |
| _version_ | 1824042977332297728 |
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| author | Gabriel Schäfer Jeffrey W. Bode |
| author_facet | Gabriel Schäfer Jeffrey W. Bode |
| author_sort | Gabriel Schäfer |
| collection | DOAJ |
| description |
Amide bond formation is one of the most important reactions due to the ubiquity of the amide functional group in pharmaceuticals and biologically active compounds. However, even the best existing methods reach their limits when it comes to the synthesis of sterically hindered amides.
In this article we summarize our research in the formation of sterically hindered amides. We show that the direct coupling of Grignard reagents to isocyanates provides a facile and robust solution to this long-standing challenge and hope that this methodology will find widespread application in the synthesis of pharmaceuticals and materials.
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| first_indexed | 2024-12-22T23:49:31Z |
| format | Article |
| id | doaj.art-b9117c25054b4cc58adbf417de0ee95e |
| institution | Directory Open Access Journal |
| issn | 0009-4293 2673-2424 |
| language | deu |
| last_indexed | 2024-12-22T23:49:31Z |
| publishDate | 2014-04-01 |
| publisher | Swiss Chemical Society |
| record_format | Article |
| series | CHIMIA |
| spelling | doaj.art-b9117c25054b4cc58adbf417de0ee95e2022-12-21T18:08:10ZdeuSwiss Chemical SocietyCHIMIA0009-42932673-24242014-04-0168410.2533/chimia.2014.252The Synthesis of Sterically Hindered AmidesGabriel Schäfer0Jeffrey W. Bode1ETH Zürich Laboratorium für Organische Chemie Vladimir-Prelog-Weg 1–5 CH-8093 Zürich, SwitzerlandETH Zürich Laboratorium für Organische Chemie Vladimir-Prelog-Weg 1–5 CH-8093 Zürich, Switzerland. bode@org.chem.ethz.ch Amide bond formation is one of the most important reactions due to the ubiquity of the amide functional group in pharmaceuticals and biologically active compounds. However, even the best existing methods reach their limits when it comes to the synthesis of sterically hindered amides. In this article we summarize our research in the formation of sterically hindered amides. We show that the direct coupling of Grignard reagents to isocyanates provides a facile and robust solution to this long-standing challenge and hope that this methodology will find widespread application in the synthesis of pharmaceuticals and materials. https://www.chimia.ch/chimia/article/view/5553Amide synthesisN-carboxyanhydridesGrignard reagentsIsocyanatesSteric hindrance |
| spellingShingle | Gabriel Schäfer Jeffrey W. Bode The Synthesis of Sterically Hindered Amides CHIMIA Amide synthesis N-carboxyanhydrides Grignard reagents Isocyanates Steric hindrance |
| title | The Synthesis of Sterically Hindered Amides |
| title_full | The Synthesis of Sterically Hindered Amides |
| title_fullStr | The Synthesis of Sterically Hindered Amides |
| title_full_unstemmed | The Synthesis of Sterically Hindered Amides |
| title_short | The Synthesis of Sterically Hindered Amides |
| title_sort | synthesis of sterically hindered amides |
| topic | Amide synthesis N-carboxyanhydrides Grignard reagents Isocyanates Steric hindrance |
| url | https://www.chimia.ch/chimia/article/view/5553 |
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