| Abstract: | 4H-Furo3,2-b]indole (III) was prepared from deoxygenation of 2-(2-nitrophenyl)furan (II) with triethyl phosphite and thermolysis of 2-(2-azidophenyl)furan (VI). 4H- or 4-alkylfuro 3,2-b]indole-2-carboxaldehydes (VIII, IXa-c) were obtained by Vilsmeier formylation of the corresponding furo3,2-b]indoles (III, VIIa-c). 4H-Furo3,2-b]indole-2-carboxaldehyde (VIII) was submitted to the Cannizzaro, Wittig and reduction reactions. The Shiff's bases were obtained by the reaction of 4-ethylfuro3,2-b]indole-2-carboxaldehyde (IXb) with amines. J. Heterocyclic Chem., 14, 975 (1977) |
