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Olefin-accelerated solid-state C–N cross-coupling reactions using mechanochemistry
| Content Provider | Semantic Scholar |
|---|---|
| Author | Kubota, Koji Seo, Tamae Koide, Katsumasa Hasegawa, Yasuchika Ito, Hajime |
| Copyright Year | 2019 |
| Abstract | Palladium-catalyzed cross-coupling reactions are one of the most powerful and versatile methods to synthesize a wide range of complex functionalized molecules. However, the development of solid-state cross-coupling reactions remains extremely limited. Here, we report a rational strategy that provides a general entry to palladium-catalyzed Buchwald-Hartwig cross-coupling reactions in the solid state. The key finding of this study is that olefin additives can act as efficient molecular dispersants for the palladium-based catalyst in solid-state media to facilitate the challenging solid-state cross-coupling. Beyond the immediate utility of this protocol, our strategy could inspire the development of industrially attractive solvent-free palladium-catalyzed cross-coupling processes for other valuable synthetic targets.Cross-coupling reactions have been achieved in solution, yet tend to be inefficient in a solid state. Here, the authors report a solid-state palladium-catalyzed Buchwald-Hartwig cross-coupling using olefins as molecular dispersants, enabling reduction of solvent waste. |
| File Format | PDF HTM / HTML |
| DOI | 10.1038/s41467-018-08017-9 |
| PubMed reference number | 30631071 |
| Journal | Medline |
| Volume Number | 10 |
| Alternate Webpage(s) | https://eprints.lib.hokudai.ac.jp/dspace/bitstream/2115/73003/1/ARTICLE-1.pdf |
| Alternate Webpage(s) | https://eprints.lib.hokudai.ac.jp/dspace/bitstream/2115/73003/2/Supplementary%20Information-1.pdf |
| Alternate Webpage(s) | https://doi.org/10.1038/s41467-018-08017-9 |
| Journal | Nature Communications |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
