280576-25-2Relevant academic research and scientific papers
1-Aryl-5-methoxy-pyrrolones as synthons for 1,3-dipolar cycloadditions
Abd El-Nabi, Hisham A.
, p. 3013 - 3020 (2007/10/03)
A general method is described to convert the title compound into more complex nitrogen heterocyclic systems in a short and attractive pathway. Spiroisoxazolidine 6 was obtained from the reaction of nitrone 3 with ethyl vinyl ether. Chloroformylation of pyrrolone 2 gave 1-aryl-2-chloro-5-methoxy- pyrrol-3-carbaldehyde 4. Substitution of chlorine atom with unsaturated nucleophiles 8a,b and then modifying the aldehyde function into 1,3-dipoles 10 and 14 furnished tricyclic heterocycles 11, 12 and 15 via intramolecular 1,3-dipolar cycloaddition reaction. (C) 2000 Elsevier Science Ltd.
