| publication name | Benzotriazole-mediated alkoxyalkylation and acyloxyalkylation |
|---|---|
| Authors | Alan R. Katritzky, Ashraf A.A. Abdel-Fattaha, Krzysztof R. Idzika, , Bahaa El-Dien M. El-Gendya, Jadwiga Soloduchoc |
| year | 2007 |
| keywords | |
| journal | |
| volume | Not Available |
| issue | Not Available |
| pages | Not Available |
| publisher | Not Available |
| Local/International | International |
| Paper Link | http://www.sciencedirect.com/science/article/pii/S0040402007006680 |
| Full paper | download |
| Supplementary materials | Not Available |
Abstract
Reactions of readily available and stable 1-(α-alkoxyalkyl)benzotriazoles type 9a,b and 10a–d with a variety of silyl enol ethers 11 or 1,3-dicarbonyl compounds 13 give the expected ketones 12a–l (60–92%), β-keto esters 14a,b (62–67%), and malonates 14c,d (79–88%) in which a tetrahydrofuran or tetrahydropyran moiety has been introduced at the α position. 1-(Benzotriazol-1-yl)alkyl esters 7 are converted by cyanide anion into cyanohydrin esters 15a–i (55–98%).