Efficient synthesis of new indenopyridotriazine [4.3.3]propellanes and spiroindenopyridotriazine-4H-pyran derivatives

The pyrido[1,2,4]triazines as substrates, generated from 1,6-diaminopyridinone derivatives and ninhydrin, were reacted with malononitrile and CH-acids to afford a new library spiro[indeno[1,2-e]pyrido[1,2-b][1,2,4]triazine-7,5′-pyran]-1,3,6′-tricarbonitrile in ethanol at reflux condition in excellent yield. Also, novel indenopyridotriazine [4.3.3]propellanes were synthesized via the reaction of pyrido[1,2,4]triazine and N-methyl-1-(methylthio)-2-nitroethenamine (NMSM) by using of HOAc in ethanol. The important aspects of this protocol are the abundance of starting materials, mild conditions, structural diversity of products, excellent yields and easy isolation of products with no chromatographic technique.