Regiospecificty in the heterocyclization of β-oxonitriles to 5-substituted 4-oxothiazolidine derivatives
Regiospecifičnost u heterociklizaciji β-oksonitrilado 5-supstituisanih 4-oksotiazolidinskih derivata
dc.creator | Marković, Rade | |
dc.creator | Džambaski, Zdravko | |
dc.creator | Stojanović, Milovan | |
dc.creator | Steel, Peter | |
dc.creator | Baranac, Marija M. | |
dc.date.accessioned | 2019-01-30T17:11:24Z | |
dc.date.available | 2019-01-30T17:11:24Z | |
dc.date.issued | 2003 | |
dc.identifier.issn | 0352-5139 | |
dc.identifier.uri | https://cer.ihtm.bg.ac.rs/handle/123456789/114 | |
dc.description.abstract | Astudy on the regiospecificity of the base-catalyzed reaction of activated β-oxonitriles 1 with diethyl mercaptosuccinate affording the title compounds 3 is reported. Other competitive heterocyclic products, that is 4-oxo-1,3-thiazinanes 4, derivatives of tetrahydrothiophene 5 and/or thiacyclohexane 6 which on the grounds of mechanistic considerations could be formed, were not observed. Spectroscopic and experimental evidence together with theoretical considerations, provides a reasonable explanation for the observed regiospecificity. | en |
dc.description.abstract | Proučavana je regiospecifičnost bazno-katalizovane reakcije aktiviranih β-oksonitrilado 1 sa dietil-estrom merkaptoćilibarne kiseline u kojoj se grade u naslovu navedena jedinjenja 3. Mogući heterociklični proizvodi 4-okso-1,3-tiazini 4, derivati tetrahidrotiofena 5 i/ili tijacikloheksana 6 koji mogu biti nagrađeni na osnovu mehanističkog razmatranja, nisu detektovani. Spektroskopski i eksperimentalni dokazi sa teorijskim obrazloženjem daju prihvatljivo objašnjenje za uočenu regiospecifičnost. | sr |
dc.publisher | Serbian Chemical Society | |
dc.rights | openAccess | |
dc.rights.uri | https://creativecommons.org/licenses/by-nc-nd/4.0/ | |
dc.source | Journal of the Serbian Chemical Society | |
dc.subject | regiospecific | en |
dc.subject | heterocyclization | en |
dc.subject | 4-oxothiazolidines | en |
dc.title | Regiospecificty in the heterocyclization of β-oxonitriles to 5-substituted 4-oxothiazolidine derivatives | en |
dc.title | Regiospecifičnost u heterociklizaciji β-oksonitrilado 5-supstituisanih 4-oksotiazolidinskih derivata | sr |
dc.type | article | |
dc.rights.license | BY-NC-ND | |
dcterms.abstract | Стојановић, Милован; Стеел, Петер; Джамбаски, Здравко; Марковић, Раде; Баранац, Марија М.; Региоспецифичност у хетероциклизацији β-оксонитриладо 5-супституисаних 4-оксотиазолидинских деривата; Региоспецифичност у хетероциклизацији β-оксонитриладо 5-супституисаних 4-оксотиазолидинских деривата; | |
dc.citation.volume | 68 | |
dc.citation.issue | 4-5 | |
dc.citation.spage | 383 | |
dc.citation.epage | 390 | |
dc.citation.other | 68(4-5): 383-390 | |
dc.citation.rank | M23 | |
dc.identifier.doi | 10.2298/JSC0305383M | |
dc.identifier.fulltext | https://cer.ihtm.bg.ac.rs//bitstream/id/7673/112.pdf | |
dc.identifier.scopus | 2-s2.0-0038173387 | |
dc.identifier.wos | 000183423800016 | |
dc.type.version | publishedVersion |