313071-29-3Relevant academic research and scientific papers
A radical approach to araliopsine and related quinoline alkaloids using manganese(III) acetate
Bar,Parsons,Thomas
, p. 7751 - 7755 (2000)
Reaction of 4-hydroxy-1-methyl-2(1H)-quinolone 3 with electron-rich alkenes and manganese(III) acetate produces tricyclic quinoline alkaloids, including araliopsine 1, in one-pot reactions. This combined intermolecular addition-cyclisation reaction produces angular and/or linear tricycles and the regioselectivity of the cyclisation is shown to depend on whether alkyl or aryl substituents are attached to the alkene. (C) 2000 Elsevier Science Ltd.
Manganese(III) acetate mediated radical reactions leading to araliopsine and related quinoline alkaloids
Bar, Gregory,Parsons, Andrew F,Thomas, C.Barry
, p. 4719 - 4728 (2001)
Tricyclic quinoline alkaloids, including araliopsine 2, can be prepared in 'one-pot' by reaction of 4-hydroxy-1-methyl-2(1H)-quinoline 5 or 2,4-quinolinediol 31 with manganese(III) acetate in the presence of a variety of electron-rich alkenes. The reaction mechanism involves an initial intermolecular radical addition reaction followed by radical oxidation and cyclisation steps. Both angular and linear tricyclic alkaloids can be formed and the regioselectivity of the cyclisation is shown to depend on whether alkyl or aryl groups are attached to the alkene.
Practical one-pot syntheses of regioisomeric furan-fused pyridinones (and Quinolinones) from common precursors
Delaunay, Thierry,Conreaux, David,Bossharth, Emmanuel,Desbordes, Philippe,Monteiro, Nuno,Balme, Genevieve
experimental part, p. 1741 - 1744 (2010/07/04)
3-Alkynyl-4-methoxypyridin-2(1H)-ones undergo cyclization via divergent pathways when heated in acetic acid or triethylamine as reagent-solvent under microwave irradiation to furnish selectively furo[2,3-b]pyridin-4-ones or their regioisomeric furo[3,2-c]
Synthesis of furo[2,3-b]pyridin-4(7H)-ones and related quinolinone via Br?nsted acid-promoted cyclisation of alkynes
Bossharth, Emmanuel,Desbordes, Philippe,Monteiro, Nuno,Balme, Geneviève
scheme or table, p. 614 - 616 (2011/02/27)
N-Alkyl-4-alkoxy-3-alkynylpyridin-2(1H)-ones readily undergo acid-promoted 5-endo-heteroannulation to furopyridinium intermediates that are dealkylated in situ to provide the corresponding furo[2,3-b]pyridin-4(7H)-ones. The same strategy applies to the fo
