Issue 110, 2015

Catalyst-free Friedel–Crafts hydroxyalkylation of imidazo[1,2-α]pyridines with ethyl trifluoropyruvate

Abstract

A catalyst free Friedel–Crafts (F–C) hydroxyalkylation of imidazo[1,2-α]pyridines with ethyl trifluoropyruvate is herein described using isopropyl ether as a solvent. Electron-donating and electron-withdrawing functional groups at various aromatic positions were well tolerated under our optimized conditions. The method enabled the generation of desired products in moderate to excellent yields under mild conditions, which makes this transformation an attractive, environmentally benign alternative for the synthesis of the target compounds.

Graphical abstract: Catalyst-free Friedel–Crafts hydroxyalkylation of imidazo[1,2-α]pyridines with ethyl trifluoropyruvate

Supplementary files

Article information

Article type
Communication
Submitted
05 Aug 2015
Accepted
16 Oct 2015
First published
16 Oct 2015

RSC Adv., 2015,5, 90478-90481

Author version available

Catalyst-free Friedel–Crafts hydroxyalkylation of imidazo[1,2-α]pyridines with ethyl trifluoropyruvate

K. Li, X. Zhao, F. Yang, X. Hou, Y. Xu, Y. Guo, X. Hao and M. Song, RSC Adv., 2015, 5, 90478 DOI: 10.1039/C5RA15678E

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