Uncatalysed Domino Reaction in Hexafluoroisopropanol: A Simple Protocol for the Synthesis of Tetrahydroquinoline Derivatives

Abstract

A range of tetrahydroquinolines were synthesised in excellent yields through a domino reaction performed in hexafluoropropanol, starting from anilines and enol ethers and in the absence of Lewis acid catalysis. This solvent was shown to promote the nucleophilic addition of anilines to enol ethers as well as the aza-Diels-Alder reaction.

Key words

Diels-Alder reactions - domino reactions - cycloaddition - nucleophilic additions - 1,1,1,3,3,3-hexafluoro-2-propanol

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