Abstract
A highly efficient synthetic method to prepare 1,2-dihydroquinolines that relies on trifluoromethanesulfonic acid (TfOH)-catalysed allylic amination of 1-(2-aminoaryl)prop-2-en-1-ols is described. Achieved at a catalyst loading of 0.01 mol-% under mild conditions at room temperature, the reaction was found to be robust, with a wide range of substitution patterns tolerated. The corresponding N-heterocyclic adducts were obtained in good to excellent yields of 45-93 %.
| Original language | English |
|---|---|
| Pages (from-to) | 673-681 |
| Number of pages | 9 |
| Journal | Australian Journal of Chemistry |
| Volume | 71 |
| Issue number | 9 |
| DOIs | |
| Publication status | Published - 19 Jun 2018 |
Cite this
Day, D. P., Henry, S. A., Zhao, Y., Jin, J., Clarkson, G. J., & Chan, P. W. H. (2018). Brønsted acid-catalysed allylic amination of 1-(2-aminoaryl)prop-2-en-1-ols to 1,2-dihydroquinolines. Australian Journal of Chemistry, 71(9), 673-681. https://doi.org/10.1071/CH18191