Lewis Acid Catalyzed Friedel–Crafts Alkylation of Indoles and Other­ Electron-Rich Aromatic Compounds with Ethyl 2-(Diethoxyphosphoryl)acrylate and Tetraethyl Ethene-1,1-diylbis(phosphonate)

Abstract

Friedel–Crafts alkylation of indoles and other electron-rich aromatic compounds with ethyl 2-(diethoxyphosphoryl)acrylate and tetraethyl ethene-1,1-diylbis(phosphonate) was carried out in the presence of 5 mol% Cu(ClO₄)₂·6H₂O/2,2′-Bipy complex as a catalyst in acetonitrile at room temperature to afford a broad series of heteroaryl- and aryl-substituted 2-(diethoxyphosphoryl)propionates and ethyl-1,1-diylbis(phosphonates) in 58–96% yield.

Key words

Friedel–Crafts alkylation - Lewis acids - phosphonocarboxylates - bisphosphonates - indoles - heterocycles - aromatic compounds

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