Synthesis of Novel Diethyl Indolylphosphonates and Tetraethyl Indolyl-1,1-bisphosphonates by Michael Addition

Hélène Couthon-Gourvès; Gaëlle Simon; Jean-Pierre Haelters; Bernard Corbel

doi:10.1055/s-2005-921757

PAPER

Synthesis of Novel Diethyl Indolylphosphonates and Tetraethyl Indolyl-1,1-bisphosphonates by Michael Addition

Hélène Couthon-Gourvès*, Gaëlle Simon, Jean-Pierre Haelters, Bernard Corbel
Laboratoire de Chimie Hétéro-Organique, U.F.R. Sciences et Techniques, 6. av. Le Gorgeu - C.S. 93837, 29238 Brest Cedex 3, France
Fax: +33(2)98016704; e-Mail: Helene.Couthon@univ-brest.fr;

Abstract

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Abstract

As series of (1H-indol-3-yl)phosphonates and bisphosphonates as well as (1H-indol-1-yl)phosphonates and bisphosphonates was prepared via the Michael addition of substituted indoles with electron-deficient olefins like ethyl 2-(diethoxyphosphoryl)acrylate and tetraethyl ethenylidene-1,1-bisphosphonate. The chemoselectivity of the reaction is discussed.

Key words

indoles - phosphorous compounds - bisphosphonates - Michael additions - heterocycles

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References

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