Cu(OTf)2-Catalyzed Three-Component Imino Diels-Alder Reaction Using Propenylbenzenes: Synthesis of 2,4-Diaryl Tetrahydroquinoline Derivatives

Title: Cu(OTf)2-Catalyzed Three-Component Imino Diels-Alder Reaction Using Propenylbenzenes: Synthesis of 2,4-Diaryl Tetrahydroquinoline Derivatives

Volume: 8 Issue: 1

Author(s): Arnold R. Romero Bohorquez, Vladimir V. Kouznetsov and Michael P. Doyle

Affiliation:

Keywords: Copper(II) triflate catalyzed imino diels-alder reaction, multi-component reaction, 2,4-diaryl-1,2,3,4-tetrahydroquinolines, trans-anethole, trans-isoeugenol as electron-rich alkenes

Abstract: Copper(II) triflate mediated three-component [4+2]-cycloaddition reactions between anilines, benzaldehydes and trans-anethole or trans-isoeugenol are reported. A simple and efficient one-pot method for the synthesis of diverse 2,4-diaryl-1,2,3,4-tetrahydroquinolines under mild conditions in the presence of catalytic amounts (10 mol %) of Cu(OTf)2 was developed. Attempts toward an asymmetric imino Diels-Alder reaction are discussed.

Cite this article as:

R. Romero Bohorquez Arnold, V. Kouznetsov Vladimir and P. Doyle Michael, Cu(OTf)2-Catalyzed Three-Component Imino Diels-Alder Reaction Using Propenylbenzenes: Synthesis of 2,4-Diaryl Tetrahydroquinoline Derivatives, Letters in Organic Chemistry 2011; 8 (1) . https://dx.doi.org/10.2174/157017811794557831