Browsing Faculty of Science by Author "cc66a86e-e054-4c2f-bff9-7c9bbeb1a4fb"
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Decarboxylative Arylation of Substituted Pyrroles N-protected with 2-(Trimethylsilyl) ethoxymethyl (SEM)
Figliola, Carlotta; Greening, Sarah; Lamont, Connor; Groves, Brandon R.; Thompson, Alison (Canadian Journal of Chemistry, 2018)Palladium-catalyzed decarboxylative arylation is reported using pyrroles N-protected with the 2-(trimethylsilyl) ethoxymethyl (SEM) group and featuring 2-, 3- and 4-substituents about the pyrrolic framework. In contrast ... -
Photo-induced Anticancer Activity and Singlet Oxygen Production of Prodigiosenes
Savoie, Huguette; Figliola, Carlotta; Marchal, Estelle; Crabbe, Bry W.; Hallett-Tapley, Geniece L.; Boyle, Ross W.; Thompson, Alison (2018)The photo-induced cytotoxicity of prodigiosenes is reported. One prodigiosene represents a synthetic analogue of the natural product prodigiosin, and two are conjugated to molecules that target the estrogen receptor (ER). ... -
Regioselective Substituent Effects upon the Synthesis of Dipyrrins from 2-Formyl Pyrroles
Beh, Michael; Figliola, Carlotta; Lund, Kate-Lyn A. R.; Kajetanowicz, Aleksandra K.; Johnsen, Ann E.; Aronitz, Elise M.; Thompson, Alison (Canadian Journal of Chemistry, 2018)The synthesis of symmetric α-free meso-H-dipyrrin hydrobromides from 5-H-2-formyl pyrroles was investigated. The self-condensation produces regioisomeric dipyrrins through the adoption of two mechanistic pathways. The key ... -
Step-wise synthetic approach is necessary to access g-conjugates of folate: folate-conjugated prodigiosenes
Figliola, Carlotta; Marchal, Estelle; Groves, Brandon R.; Thompson, Alison (2019)Despite the vast literature that describes reacting folic acid with a pharmacophore, this route is ineffective in providing the correct regioisomer of the resulting conjugate. We herein present a step-wise route to the ...