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dc.contributor.author
Mollo, María Cruz  
dc.contributor.author
Kilimciler, Natalia Beatriz  
dc.contributor.author
Bisceglia, Juan Angel  
dc.contributor.author
Orelli, Liliana Raquel  
dc.date.available
2020-07-20T15:37:29Z  
dc.date.issued
2020-01  
dc.identifier.citation
Mollo, María Cruz; Kilimciler, Natalia Beatriz; Bisceglia, Juan Angel; Orelli, Liliana Raquel; Microwave-assisted synthesis of 2-substituted 4,5,6,7-tetrahydro-1,3-thiazepines from 4-aminobutanol; Beilstein-Institut; Beilstein Journal Of Organic Chemistry; 16; 1-2020; 32-38  
dc.identifier.issn
1860-5397  
dc.identifier.uri
http://hdl.handle.net/11336/109658  
dc.description.abstract
A general procedure for the synthesis of 2-substituted tetrahydro-1,3-thiazepines by MW-assisted cyclization of 4-thioamidobutanols is presented. The acyclic precursors were prepared in high overall yields by an expeditious three-step diacylation/thionation/deprotection sequence from 4-aminobutanol. Microwave-assisted ring closure of 4-thioamido alcohols promoted by trimethylsilylpolyphosphate (PPSE) in solvent-free conditions allowed for the synthesis of several hitherto unreported seven-membered iminothioethers bearing 2-aryl, alkenyl, aralkyl and alkyl substituents. The cyclodehydration reaction is likely to involve an SN2-type displacement and affords good to excellent yields of the desired heterocycles in very short reaction times.  
dc.format
application/pdf  
dc.language.iso
eng  
dc.publisher
Beilstein-Institut  
dc.rights
info:eu-repo/semantics/openAccess  
dc.rights.uri
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/  
dc.subject
CYCLODEHYDRATION  
dc.subject
MEDIUM-SIZE HETEROCYCLES  
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MICROWAVES  
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PPSE  
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TETRAHYDROTHIAZEPINES  
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CYCLODEHYDRATION  
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PPSE  
dc.subject.classification
Química Orgánica  
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Ciencias Químicas  
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CIENCIAS NATURALES Y EXACTAS  
dc.title
Microwave-assisted synthesis of 2-substituted 4,5,6,7-tetrahydro-1,3-thiazepines from 4-aminobutanol  
dc.type
info:eu-repo/semantics/article  
dc.type
info:ar-repo/semantics/artículo  
dc.type
info:eu-repo/semantics/publishedVersion  
dc.date.updated
2020-07-01T17:10:30Z  
dc.journal.volume
16  
dc.journal.pagination
32-38  
dc.journal.pais
Alemania  
dc.description.fil
Fil: Mollo, María Cruz. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina  
dc.description.fil
Fil: Kilimciler, Natalia Beatriz. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica; Argentina  
dc.description.fil
Fil: Bisceglia, Juan Angel. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina  
dc.description.fil
Fil: Orelli, Liliana Raquel. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica; Argentina  
dc.journal.title
Beilstein Journal Of Organic Chemistry  
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/url/https://www.beilstein-journals.org/bjoc/articles/16/5  
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/url/https://pubmed.ncbi.nlm.nih.gov/31976014/