| Abstract: | ![]()
Catalytic reduction of 2-nitrofurans 2 gives low yields of 2-aminofurans 1 which are not isolated but are trapped using ethyl ethoxymethylenecyanoacetate ( 6 ) or ethoxymethylenemalononitrile ( 7 ). In these reactions 2-aminofuran ( 1a ) behaves like a dieneamine with substitution occurring at position 5 of the ring. When the 5-position is substituted reaction takes place at position 3 and thermal cyclisation of the product gives furo-[2,3-b]pyridine derivatives 16 . An AM1 calculation of the properties of 2-aminofuran ( 1a ) is reported and the results are consistent with observed properties. |
