1196497-31-0Relevant academic research and scientific papers
Synthesis of pyrroles in supercritical carbon dioxide: Formal [3+2] cycloaddition of 2-benzoyl-aziridines and allenoates
Cardoso, Ana L.,Nunes, Rui M. D.,Arnaut, Luis G.,Pinho E Melo, Teresa M. V. D.
experimental part, p. 3516 - 3522 (2011/12/15)
The reactivity of N-benzyl- and N-cyclohexyl-2-benzoyl-3-phenylaziridines toward allenoates in supercritical carbon dioxide (scCO2) is described. The study led to the development of a sustainable and selective approach to pyrrole derivatives an
Reactivity of allenoates towards aziridines: Synthesis of functionalized methylenepyrrolidines and pyrroles
Ribeiro Laia, Fernanda M.,Cardoso, Ana Lúcia,Beja, Ana Matos,Silva, Manuela Ramos,Pinho E Melo, Teresa M.V.D.
experimental part, p. 8815 - 8822 (2011/01/04)
The reactivity of buta-2,3-dienoates towards aziridines is reported. Typically, allenoates react as the 2π-component in the [3+2] cycloaddition with azomethine ylides generated from aziridines, affording 4- methylenepyrrolidines in a site-, regio- and stereoselective fashion. However, N-cyclohexyl- or N-tert-butyl-2-benzoyl-3-phenylaziridines showed a different reactivity in the reaction with buta-2,3-dienoates. Pyrrole derivatives were obtained as single or major products resulting from a formal [3+2] cycloaddition via C-N bond cleavage of the three-membered ring heterocycle leading to functionalized pyrroles. From the reaction with allenoates bearing bulkier C-4 substituents 4-methylenepyrrolidines were also formed as minor products.
Reactivity of allenoates toward aziridines: [3+2] and formal [3+2] cycloadditions
Ribeiro Laia, Fernanda M.,Pinho e Melo, Teresa M.V.D.
experimental part, p. 6180 - 6182 (2009/12/26)
The reactivity of buta-2,3-dienoates toward aziridines is reported. Allenoates react as 2π-component in the [3+2] cycloaddition with the azomethine ylide generated from cis-1-benzyl-2-benzoyl-3-phenylaziridine affording 4-methylenepyrrolidines in a site-,
