74991-93-8Relevant academic research and scientific papers
PYRIDONE COMPOUNDS AND METHODS OF USE IN THE MODULATION OF A PROTEIN KINASE
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Paragraph 01029, (2021/04/02)
The present disclosure relates generally to compounds and pharmaceutical compositions suitable as modulators of protein kinases, and methods for their use in treating disorders mediated, at least in part by, protein kinases.
Preparation and reductive transformations of vinylogous sulfonamides (β-sulfonyl enamines), and application to the synthesis of indolizidines
Michael, Joseph P.,De Koning, Charles R.,Malefetse, Tshepo J.,Yillah, Ibrahim
, p. 3510 - 3517 (2007/10/03)
Condensation between the methiodide salts of 1-alkylpyrrolidine-2-thiones and ethyl [(4-methylphenyl)sulfonyl]acetate or 1-[(4-methylphenyl)sulfonyl]propan-2-one afforded several 2-{[(4-methylphenyl)sulfonyl]methylene}pyrrolidines in good yield. These β-sulfonyl enamines are sufficiently nucleophilic for cyclisation with internal electrophiles to give sulfone-substituted indolizines, potentially useful scaffolds for alkaloid synthesis. The carbon-carbon double bond in vinylogous sulfonamides was reduced stereoselectively either by catalytic hydrogenation or by treatment with sodium borohydride to yield β-sulfonyl amines. The sulfone group in β-acyl-β-sulfonyl enamines could be removed by hydrogenolysis with sodium amalgam in THF-methanol to give enaminones.
Vinylogous urethanes in alkaloid synthesis: formal syntheses of Elaeocarpus alkaloids
Howard, Arthur S.,Gerrans, Graeme C.,Meerholz, Clive A.
, p. 1373 - 1374 (2007/10/02)
The substituted dehydroindolizidine 8 has been prepared from the exocyclic vinylogous urethane 7 via an acylative ring closure. The specific formation of the enolate required for further elaboration to Elaeocarpus alkaloid precursors has been achieved by making use of the vinylogous amide 12.
