An improved synthesis of 2-nitrobenzo(b)furans

Anne Tromelin (1) , P. Demerseman (1) , R. Royer (1)

1 Institut Curie [Paris]

2-Nitrobenzo(b)furans 4 are prepared in improved yields by reacting o-hydroxybenzaldehydes 1 and bromonitromethane (2) at low temperature in order to avoid the dehydration of the aldol intermediate 3 in the alkaline condensation medium. This aldol 3 is then quantitatively dehydrated by heating in acetic anhydride.

Mots clés: nitro-2 benzofurans; nitro heterocyclization; nitro alcohols

Domaines: Chimie organique

Anne Tromelin, P. Demerseman, R. Royer. An improved synthesis of 2-nitrobenzo(b)furans. Synthesis: Journal of Synthetic Organic Chemistry, 1985, 11, pp.1074-1076. ⟨10.1055/s-1985-31435⟩. ⟨hal-02727805⟩