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Friedländer annulation: scope and limitations of metal salt Lewis acid catalysts in selectivity control for the synthesis of functionalised quinolines
| Content Provider | Semantic Scholar |
|---|---|
| Author | Tanwar, Babita Kumar, Dinesh Kumar, Asim Ansari, Imam Qadri, Mohammad Mohsin Vaja, Maulikkumar D. Singh, Madhulika Chakraborti, Asit |
| Copyright Year | 2015 |
| Abstract | The scope and limitations of metal salt Lewis acid catalysts were examined for the selectivity control for the formation of Friedlander and non-Friedlander products during the reaction involving 2-aminobenzophenone and ethyl acetoacetate. Among a pool of metal halides, tetrafluoroborates, perchlorates, and triflates used as catalysts, In(OTf)3 emerged as the most effective catalyst for the selective/exclusive formation of the Friedlander product. The generality of the In(OTf)3-catalysed Friedlander reaction was demonstrated by the reaction of differently substituted 2-aminoarylketones with various carbonyl compounds containing an active methylene group (e.g., β-ketoesters, cyclic/acyclic β-diketones, cyclic/acylic ketones, and aryl/heteroaryl methyl ketones) under solvent-free conditions affording the desired quinolines in 75–92% yields. |
| Starting Page | 9824 |
| Ending Page | 9833 |
| Page Count | 10 |
| File Format | PDF HTM / HTML |
| DOI | 10.1039/C5NJ02010G |
| Volume Number | 39 |
| Alternate Webpage(s) | http://www.rsc.org/suppdata/c5/nj/c5nj02010g/c5nj02010g1.pdf |
| Alternate Webpage(s) | https://pubs.rsc.org/en/content/getauthorversionpdf/C5NJ02010G |
| Alternate Webpage(s) | https://doi.org/10.1039/C5NJ02010G |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
