A one-pot synthetic approach to the functionalized isomeric ellipticine derivatives through an imino Diels–Alder reaction

An efficient, three component, one-pot synthesis of new isomeric ellipticine derivatives prepared through an imino Diels–Alder reaction of 3-aminocarbazoles and substituted benzaldehydes with electron-rich alkenes such as 3,4-dihydro-2H-pyran, 2,3- dihydrofuran and ethyl vinyl ether catalyzed by InCl3 (10 mol %) in ionic liquid is reported. In the case of substituted benzaldehydes, reductive amination is observed.

Graphical abstractAn efficient, three component, one-pot synthesis of new isomeric ellipticine derivatives prepared through an intermolecular imino Diels–Alder reaction of 3-aminocarbazoles and substituted benzaldehydes with electron-rich alkenes such as 3,4-dihydro-2H-pyran, 2,3- dihydrofuran and ethyl vinyl ether catalyzed by InCl3 (10 mol %) in ionic liquid is reported. In the case of substituted benzaldehydes, reductive amination is observed.Figure optionsDownload full-size imageDownload as PowerPoint slide