New organometallic approaches to heterocycles Harrison, Leslie
dc.contributor.department Chemistry 2018-08-16T16:03:14.000 2020-07-02T06:10:31Z 2020-07-02T06:10:31Z Sun Jan 01 00:00:00 UTC 1984 1984
dc.description.abstract <p>Several heterocyclic ring systems have been prepared by two new organometallic methods. The first approach involved the mercuration of alkyl aryl acetylenes. This reaction resulted in the formation of mercurated heterocycles. Mercurated benzofurans, isocoumarins, chromones, benzothiophenes and benzopyrans were all prepared by this method. The mercury moiety in these compounds was readily substituted by various functional groups. By making a slight modification in the acetylenic substrate, the intramolecular cyclization was prevented. The reaction then produced the (beta)-acetoxy vinylmercurial which was used to synthesize the coumarin ring system. The second approach involved the intramolecular attack of an oxygen or a nitrogen nucleophile on a (pi)-allylpalladium intermediate. The (pi)-allylpalladium intermediate was generated by the reaction of an organomercurial with a diene or an olefin in the presence of a palladium(II) salt. This method was used for the preparation of lactones, dihydrobenzofurans, dihydroindoles and pyrans.</p>
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dc.identifier.articleid 9992
dc.identifier.contextkey 6347522
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dc.identifier.submissionpath rtd/8993
dc.language.iso en
dc.source.bitstream archive/|||Sat Jan 15 02:19:48 UTC 2022
dc.subject.disciplines Organic Chemistry
dc.subject.keywords Chemistry
dc.subject.keywords Chemistry
dc.subject.keywords Organic
dc.title New organometallic approaches to heterocycles
dc.type article
dc.type.genre dissertation
dspace.entity.type Publication
relation.isOrgUnitOfPublication 42864f6e-7a3d-4be3-8b5a-0ae3c3830a11 dissertation Doctor of Philosophy
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