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A flexible approach to Pd-catalyzed carbonylations via aroyl dimethylaminopyridinium salts† †Electronic supplementary information (ESI) available: Experimental procedures, characterization data, and NMR spectra for compounds. See DOI: 10.1039/c5sc02949j
| Content Provider | Semantic Scholar |
|---|---|
| Author | Quesnel, Jeffrey S. Fabrikant, Alexander Arndtsen, Bruce A. |
| Copyright Year | 2016 |
| Abstract | 4-Dimethylaminopyridine (DMAP) is shown to undergo Pd/P t Bu3 catalyzed coupling with aryl halides and carbon monoxide to form electrophilic aroyl-DMAP salts. The reaction is easily scalable to prepare multigram quantities with low catalyst loadings, while the precipitation of these salts as they form leads to products with low impurities. These reagents rapidly react with a variety of nucleophiles, including those that contain potentially incompatible functional groups under standard carbonylative conditions. |
| Starting Page | 295 |
| Ending Page | 300 |
| Page Count | 6 |
| File Format | PDF HTM / HTML |
| DOI | 10.1039/c5sc02949j |
| PubMed reference number | 29861983 |
| Journal | Medline |
| Volume Number | 7 |
| Alternate Webpage(s) | http://www.rsc.org/suppdata/c5/sc/c5sc02949j/c5sc02949j1.pdf |
| Alternate Webpage(s) | https://pubs.rsc.org/en/content/getauthorversionpdf/C5SC02949J |
| Alternate Webpage(s) | https://pubs.rsc.org/en/content/articlepdf/2016/sc/c5sc02949j |
| Alternate Webpage(s) | http://pubs.rsc.org/en/content/articlepdf/2016/SC/C5SC02949J |
| Alternate Webpage(s) | https://ftp.ncbi.nlm.nih.gov/pub/pmc/oa_pdf/c3/67/SC-007-C5SC02949J.PMC5952522.pdf |
| Alternate Webpage(s) | https://doi.org/10.1039/c5sc02949j |
| Journal | Chemical science |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |