A highly efficient and simple synthesis of a number of pharmaceutically interesting functionalized indenopirrole derivatives has been developed via the reaction of ninhydrin and acetoacetic acid amides in ethanol at the absence of catalyst at room temperature. In the case, then N,N-dialkylacetoacetamides were used as the methylene components, novel N,N-dialkyl-3-oxobutanamide derivatives were received. The novel indenopyridazine derivatives were first obtained via the reaction of indenopirroles with hydrazine. Environmental friendliness, mild reaction conditions, simple work-up avoiding chromatographic purification, and excellent yields are the important features of this protocol.