102359-91-1Relevant academic research and scientific papers
Reaction of Ninhydrin with β-Dicarbonyl Compounds
Peet, Norton P.,Huber, Edward W.,Huffman, John C.
, p. 33 - 42 (2007/10/02)
The reactions of ninhydrin (1) with β-ketoesters and β-diketones were studied.Two kinds of products were observed, which were either simple adducts of the dicarbonyl compounds to the center carbonyl group of ninhydrin, or tricyclic indenofurans.Treatment of methyl 3-aminocrotonate (2) with ninhydrin led in analogous fashion to an indenopyrrole (3) which was reduced to a complex tetracyclic dihydropyridine 12.A mechanism for the production of 12 is presented.Structures for the novel heterocycles are supported by high resolution nmr studies and X-ray crystallography.
Reversible Cyclization of N-(3-Hydroxy-1-Alkenyl)Pyridinium Salts to Pyridooxazines
Carotti, A.,Casini, G.,Ferappi, M.,Cingolani, G. M.
, p. 1577 - 1584 (2007/10/02)
Partially hydrogenated pyridooxazine, cyclopentapyridooxazine and pyridobenzoxazine ring systems were easily formed in the reaction of 3-hydroxy-2-(2-hydroxy-1,3-dioxo-2-indanyl)-2-alken-1-one derivatives with tosyl chloride and pyridine bases.A facile interconversion between pyridooxazines and the corresponding pyridinium salts was also realized.
