Synthesis of tetrahydrocarbazoles by Diels-Alder reaction

Abstract

Tetrahydrocarbazoles have been prepared according to W.E.Noland's procedure from indoles, ketones and maleimides, with acid catalysis on a condensation and a Diels-Alder reaction. The use of ethyl acetate as solvent and p-toluene sulfonic acid as a catalyst has increased the reaction rate and the product yield. The 11 new tetrahydrocarbazoles have been prepared and their structures have been confirmed through ^1H NMR, IR and element analysis.

Key words: CARBAZOLE P, SOLVENTS, TETRAHYDRO-COMPOUNDS, BUTENE P, CATALYST, P- METHYLBENZENESULFONIC, DIELS-ALDER REACTION, IMIDE, ETHYL ACETATE, INDOLE

CLC Number:

O621

Cite this article

Shi Hongchang. Synthesis of tetrahydrocarbazoles by Diels-Alder reaction[J]. Chin. J. Org. Chem., 1998, 18(6): 567-571.

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由Diels-Alder反应合成四氢咔唑