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Ligand-enabled ortho-C–H olefination of phenylacetic amides with unactivated alkenes† †Electronic supplementary information (ESI) available: Data for new compounds and experimental procedures. See DOI: 10.1039/c7sc04827k
| Content Provider | Semantic Scholar |
|---|---|
| Author | Lu, Ming-Zhu Chen, Xing-Rong Dai, Hui-Xiong Yu, Jin-Quan |
| Copyright Year | 2018 |
| Abstract | Although chelation-assisted C-H olefination has been intensely investigated, Pd(ii)-catalyzed C-H olefination reactions are largely restricted to acrylates and styrenes. Here we report a quinoline-derived ligand that enables the Pd(ii)-catalyzed olefination of the C(sp2)-H bond with simple aliphatic alkenes using a weakly coordinating monodentate amide auxiliary. Oxygen is used as the terminal oxidant with catalytic copper as the co-oxidant. A variety of functional groups in the aliphatic alkenes are tolerated. Upon hydrogenation, the ortho-alkylated product can be accessed. The utility of this reaction is also demonstrated by the late-stage diversification of drug molecules. |
| Starting Page | 1311 |
| Ending Page | 1316 |
| Page Count | 6 |
| File Format | PDF HTM / HTML |
| DOI | 10.1039/c7sc04827k |
| Alternate Webpage(s) | http://www.rsc.org/suppdata/c7/sc/c7sc04827k/c7sc04827k1.pdf |
| PubMed reference number | 29675177 |
| Alternate Webpage(s) | https://doi.org/10.1039/c7sc04827k |
| Journal | Medline |
| Volume Number | 9 |
| Journal | Chemical science |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
