Practical synthesis of functionalized terminal alkynes, 3,3,3-triethoxypropyne and ketal protected prop-2-ynones

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dc.contributor.authorKaranfil A.
dc.contributor.authorEskici M.
dc.date.accessioned2024-07-22T08:10:21Z
dc.date.available2024-07-22T08:10:21Z
dc.date.issued2017
dc.description.abstractPractical and economical synthesis of synthetically valuable 3,3,3-triethoxypropyne, ketal protected phenyl and methyl substituents prop-2-ynones is described. Bromination and subsequent 18-crown-6 catalyzed elimination of triethylorthoacrylate and ketal protected terminal alkenes with methyl and phenyl substituent which are inturn readily available from triethylorthopropionate, 3-chlorobutan-2-one and propiophenone afforded multigram quantities (>10 g) of corresponding functionalized terminal alkynes. Exploration of the synthetic utility of these alkynes is also demonstrated by the acetylenic substitution of the phenylalaninol derived 1,2-cyclic sulfamidate to deliver chiral alkynylated amines. © 2017 Taylor & Francis.
dc.identifier.DOI-ID10.1080/00397911.2017.1376334
dc.identifier.issn00397911
dc.identifier.urihttp://akademikarsiv.cbu.edu.tr:4000/handle/123456789/15195
dc.language.isoEnglish
dc.publisherTaylor and Francis Inc.
dc.rightsAll Open Access; Bronze Open Access
dc.subject3,3,3 triethoxypropyne
dc.subjectalkene derivative
dc.subjectalkyne derivative
dc.subjectprop 2 ynone derivative
dc.subjectpropiophenone
dc.subjectunclassified drug
dc.subjectArticle
dc.subjectasymmetric synthesis
dc.subjectbromination
dc.subjectcarbon nuclear magnetic resonance
dc.subjectcatalyst
dc.subjectdecomposition
dc.subjectelimination reaction
dc.subjecthydrolysis
dc.subjectnucleophilicity
dc.subjectproton nuclear magnetic resonance
dc.subjectpurification
dc.subjectstoichiometry
dc.subjectsubstitution reaction
dc.subjectsynthesis
dc.subjectthin layer chromatography
dc.titlePractical synthesis of functionalized terminal alkynes, 3,3,3-triethoxypropyne and ketal protected prop-2-ynones
dc.typeArticle

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