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Palladium-catalyzed functionalization of indoles with 2-acetoxymethyl-substituted electron-deficient alkenes.
| Content Provider | Semantic Scholar |
|---|---|
| Author | Ma, Shengming Yu, Shichao Peng, Zhihua |
| Copyright Year | 2006 |
| Abstract | New functionalizations of indoles via palladium-catalyzed reaction of indoles and 2-acetoxymethyl-substituted electron-deficient alkenes are reported. It was found that for N-protected indoles the reaction proceeded smoothly in the presence of 5 mol % of Pd(acac)2 and 10 mol % of PPh3 at 80 degrees C in HOAc, while for N-unprotected indoles, the reaction was carried out by using 5 mol % of Pd(dba)2 or 2.5 mol % of Pd2(dba)3.CHCl3 with 10 mol % of 2,2'-bipyridine as the catalyst in toluene. This strategy allows the selective installation of electron-deficient olefin functionality at the 3-position of indoles, which might be difficult to obtain by other methods and can be further elaborated. |
| File Format | PDF HTM / HTML |
| DOI | 10.1016/j.tetlet.2004.08.178 |
| Alternate Webpage(s) | https://parazite.nn.fi/hiveboard/picproxie_docs/000461398-indole2nitroalkene.pdf |
| PubMed reference number | 17168610 |
| Alternate Webpage(s) | https://doi.org/10.1016/j.tetlet.2004.08.178 |
| Journal | Medline |
| Volume Number | 71 |
| Issue Number | 26 |
| Journal | The Journal of organic chemistry |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
