Efficient and Metal-Free Friedel-Crafts Alkylation of Indoles with Allyl Acetate Mediated by TFE

Title: Efficient and Metal-Free Friedel-Crafts Alkylation of Indoles with Allyl Acetate Mediated by TFE

Volume: 7 Issue: 8

Author(s): Zhe Liu, Li Liu, Yan-Chao Wu and Dong Wang

Affiliation:

Keywords: 2,2,2-trifluoroethanol, indole, Friedel-Crafts alkylation, C-3 alkylation, aromatic compounds, benzyl alcohols, Lewis acid, Trifluoroethanol, catalyst, transformation, dimethylindole, regioselectively, alkylation, solvolysis, nucleophilic, indole substrates, chemoselectivity, allyl acetate, hydrogen bond activation, reactivity, solubility, solvent, petroleum ether

Abstract: An efficient, metal-free and chemo-selective Friedel-Crafts allylation of indoles in 2,2,2-trifluoroethanol (TFE) is developed. A possible mechanism has also been discussed to explain the observed competitive pathways in this reaction system.

Cite this article as:

Liu Zhe, Liu Li, Wu Yan-Chao and Wang Dong, Efficient and Metal-Free Friedel-Crafts Alkylation of Indoles with Allyl Acetate Mediated by TFE, Letters in Organic Chemistry 2010; 7 (8) . https://dx.doi.org/10.2174/157017810793811696