Synthesis of New 4-(3,4,5-Trimethoxyphenyl)-3H-Furo[3,4-b]Carbazole-3-Ones Derivatives

Title: Synthesis of New 4-(3,4,5-Trimethoxyphenyl)-3H-Furo[3,4-b]Carbazole-3-Ones Derivatives

Volume: 4 Issue: 3

Author(s): Aurelie Chilloux, Berenger Biannic, Fabien Girault, Maud Antoine, Sylvain Routier and Jean-Yves Merour

Affiliation:

Keywords: Indole, carbazole, Diels-Alder, microwave, lignans

Abstract: New 1,5-Dihydro-4-(3,4,5-trimethoxyphenyl)-3H-furo[3,4-b]carbazol-3-ones were synthesized via a key Diels-Alder reaction under microwave irradiation. Two routes were investigated to generate the dienoic precursors. Both started from 3-formylindole, which was used in a six steps synthesis to obtain the complex heterocycle. The use and removal of indolic protective groups such as t-Boc and benzenesulfonyl have been studied. The Diels- Alder reaction generating the carbazole ring was optimised under either thermal conditions or microwave irradiation.

Cite this article as:

Chilloux Aurelie, Biannic Berenger, Girault Fabien, Antoine Maud, Routier Sylvain and Merour Jean-Yves, Synthesis of New 4-(3,4,5-Trimethoxyphenyl)-3H-Furo[3,4-b]Carbazole-3-Ones Derivatives, Letters in Organic Chemistry 2007; 4 (3) . https://dx.doi.org/10.2174/157017807780737291