Retrosynthesis of Furan-Containing Pharmaceutical Precursors

carrollscholars.contributor.institutionCarroll College
carrollscholars.event.enddate4/20/2018 10:00
carrollscholars.event.startdate4/20/2018 9:00
carrollscholars.legacy.contextkey12577742
carrollscholars.legacy.itemurlhttps://scholars.carroll.edu/surf/2018/all/127
carrollscholars.location.campusbuildingCampus Center
carrollscholars.object.disciplinesChemistry
carrollscholars.object.fieldofstudyChemistry
carrollscholars.object.majorChemistry
dc.contributor.authorMalek, Marc
dc.date.accessioned2020-04-30T10:46:07Z
dc.date.available2020-04-30T10:46:07Z
dc.date.issued2018-04-20
dc.descriptionAbstract Only
dc.description.abstractHerein we report on the retrosynthetic production of 3-iodo-2-(2-methoxyphenyl)-benzofuran in 4 synthetic steps. Benzofuran compounds are found in anti-anxiolytic medications, such as vilazodone, which interact with the brain to counteract symptoms of anxiety and depression. The target molecule was selected as a pharmaceutical precursor, featuring a benzofuran derivative coupled to a synthetic handle that will allow for further functionalization. This planned synthesis utilized starting materials of 2-iodoanisole and ethynyltrimethylsilane under Sonogashira conditions, a deprotection reaction, and a cyclization reaction. The highest synthetic step achieved was the production of bis(2-methoxyphenyl)acetylene in 99% yield. Cyclization of this compound is currently underway.
dc.identifier.urihttps://scholars.carroll.edu/handle/20.500.12647/7105
dc.titleRetrosynthesis of Furan-Containing Pharmaceutical Precursors
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