| Autor: |
Monsen PJ; Department of Chemistry, University of Louisville, 2320 South Brook Street, Louisville, Kentucky 40292, USA., Luzzio FA; Department of Chemistry, University of Louisville, 2320 South Brook Street, Louisville, Kentucky 40292, USA. |
| Jazyk: |
angličtina |
| Zdroj: |
Tetrahedron letters [Tetrahedron Lett] 2020 Nov 19; Vol. 61 (47). Date of Electronic Publication: 2020 Oct 20. |
| DOI: |
10.1016/j.tetlet.2020.152575 |
| Abstrakt: |
An array of arylnitro compounds with various functionality were treated with freshly-prepared aluminum amalgam in THF/water solution and resulted in the corresponding arylamines. The Al(Hg)-mediated reductions are relatively rapid with consumption of the amalgam and disappearance of starting material occurring over 20-30 minutes. The workup of the reductions involves only removal of the insoluble by-products by filtration followed by concentration. Only in some cases is chromatography required to secure the pure product. The desired arylamines are furnished in quantities of 25-100 mg, which in some cases, could be taken on to the next reaction without further purification. Reductions of 4-nitrobenzyl derivatives of carbohydrates or nucleosides were selective in affording the corresponding 4-aminobenzyl products. To show applicability in click chemistry, selected aminobenzyl products are directly azidated to yield products that were then used in click reactions to afford the corresponding 1,2,3-triazoles. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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