Reactivity of cyclic sulfamidates towards lithium acetylides: Synthesis of alkynylated amines

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dc.contributor.authorEskici M.
dc.contributor.authorKaranfil A.
dc.contributor.authorÖzer M.S.
dc.contributor.authorSarikürkcü C.
dc.date.accessioned2024-07-22T08:19:59Z
dc.date.available2024-07-22T08:19:59Z
dc.date.issued2011
dc.description.abstractA synthetically useful level of reactivity of cyclic sulfamidates toward acetylides is described. Ring-opening reactions of a structurally diverse set of 1,2-and 1,3-cyclic sulfamidates with a range of lithium acetylides from aliphatic, cyclic, aromatic, heteroaromatic, and functionalized alkynes proceed smoothly in a regioselective manner to give the corresponding N-sulfate intermediates. Hydrolysis of these intermediates under acidic conditions furnishes the alkynylated amines in yields ranging from 29% to 98%. The scope of the acetylenic substitution reaction with the structural variations in both the cyclic sulfamidates and alkynes is briefly examined. © 2011 Elsevier Ltd. All rights reserved.
dc.identifier.DOI-ID10.1016/j.tetlet.2011.08.171
dc.identifier.issn18733581
dc.identifier.urihttp://akademikarsiv.cbu.edu.tr:4000/handle/123456789/17942
dc.language.isoEnglish
dc.subjectalkyne derivative
dc.subjectamine
dc.subjectlithium acetate
dc.subjectlithium acetylide
dc.subjectunclassified drug
dc.subjectalkynylation
dc.subjectarticle
dc.subjectchemical analysis
dc.subjectchemical structure
dc.subjecthydrolysis
dc.subjectring opening
dc.subjectsynthesis
dc.titleReactivity of cyclic sulfamidates towards lithium acetylides: Synthesis of alkynylated amines
dc.typeArticle

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