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Publikācija: Application of Liquid Sulfur Dioxide as a Solvent for Organic Transformations

Publication Type Conference paper
Funding for basic activity Unknown
Defending: ,
Publication language English (en)
Title in original language Application of Liquid Sulfur Dioxide as a Solvent for Organic Transformations
Field of research 1. Natural sciences
Sub-field of research 1.4 Chemical sciences
Authors Jevgeņija Lugiņina
Krista Gulbe
Māris Turks
Keywords sulfur dioxide, aziridine ring opening, azetidine ring opening, solvent, bora-ene reaction, glycosylation reaction
Abstract We have discovered that different aziridines and azetidines undergo efficient ring-opening reactions in liquid SO2 with metal halides and thiols as nuchleophile sources. A novel method for the synthesis of sulfones also has been elaborated. Major step for further sulfone generation is bora-ene reaction of sulfur dioxide and substituted potassium trifluoroborate giving mixed sulfinic/boric anhydrides (transformation B). We investigated glycosylation reaction with a wide range of O-, and Snucleophiles of different monosaccharides in liquid SO2 (transformation C). We have also found that liquid SO2 facilitates Meyer–Schuster and Rupe rearrangement reactions (transformation D).
Reference Lugiņina, J., Suta, K., Turks, M. Application of Liquid Sulfur Dioxide as a Solvent for Organic Transformations. In: 20th European Symposium on Organic Chemistry, Germany, Cologne, 2-6 July, 2017. Cologne: 2017, pp.SY095-SY095.
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ID 25685