Practical synthesis of indoles and benzofurans in water using a heterogeneous bimetallic catalyst

Cybille Rossy (1, 2) , Eric Fouquet (1) , Francois-Xavier Felpin (2)

1 ISM - Institut des Sciences Moléculaires
2 CEISAM - Chimie Et Interdisciplinarité : Synthèse, Analyse, Modélisation

This paper describes the preparation of indoles, azaindoles and benzofurans in pure water by using a new heterogeneous Pd-Cu/C catalyst through a cascade Sonogashira alkynylation-cyclization sequence. Details of the optimization studies and the substrate scope are discussed. This procedure allows the preparation of heterocycles with good yields and is tolerant to a wide variety of functional groups.

Mots clés: benzofuran; bimetallic catalyst; heterogeneous catalysis; indole; water

Domaines: Chimie organique; Catalyse

Cybille Rossy, Eric Fouquet, Francois-Xavier Felpin. Practical synthesis of indoles and benzofurans in water using a heterogeneous bimetallic catalyst. Beilstein Journal of Organic Chemistry, 2013, 9, pp.1426-1431. ⟨10.3762/bjoc.9.160⟩. ⟨hal-02142403⟩