Investigating the use of a thioketene methodology for heterocyclic ring formation

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dc.contributor.advisorMaGee, David
dc.contributor.authorAljohany, Fayza
dc.date.accessioned2023-03-01T16:45:26Z
dc.date.available2023-03-01T16:45:26Z
dc.date.issued2016
dc.date.updated2020-03-30T00:00:00Z
dc.description.abstractThioamides are important and useful functional groups in organic synthesis, especially as building blocks for the construction of compounds containing N and S that possess pharmacological properties. A convenient and general method for the preparation of thiolactams using a thioketene strategy as an alternative route for heterocyclic formation has been examined. Amino-alkynes, which were easily synthesized in two steps, acted as bifunctional substrates for intramolecular reactions. Thioketenes were generated at low temperature by protonation, silylation or alkylation of amino-alkynyl thiolates. The in situ generated thioketenes were then trapped with different amines through intramolecular reactions to produce thiolactams in various yields. This is the first report of the intramolecular trapping of thioketenes with amines to produce thiolactams.
dc.description.copyright© Fayza Aljohany, 2017
dc.description.noteElectronic Only.
dc.description.noteM.Sc. University of New Brunswick, Department of Chemistry, 2017.
dc.formattext/xml
dc.format.extentxii, 144 pages ; illustrations
dc.format.mediumelectronic
dc.identifier.oclc(OCoLC)1147705954
dc.identifier.otherThesis 9877
dc.identifier.urihttps://unbscholar.lib.unb.ca/handle/1882/14437
dc.language.isoen_CA
dc.publisherUniversity of New Brunswick
dc.rightshttp://purl.org/coar/access_right/c_abf2
dc.subject.classificationThiolactams.
dc.subject.classificationThioketenes.
dc.subject.classificationThioamides.
dc.subject.disciplineChemistry
dc.subject.lcshOrganic compounds -- Synthesis.
dc.subject.lcshHeterocyclic compounds.
dc.subject.lcshAlkaloids.
dc.subject.lcshHeterocyclic chemistry.
dc.titleInvestigating the use of a thioketene methodology for heterocyclic ring formation
dc.typemaster thesis
thesis.degree.disciplineChemistry
thesis.degree.fullnameMaster of Science
thesis.degree.grantorUniversity of New Brunswick
thesis.degree.levelmasters
thesis.degree.nameM.Sc.

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