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Pretvorba sulfidov v sulfoksimine
ID Stopar, Tjaša (Author), ID Jereb, Marjan (Mentor) More about this mentor... This link opens in a new window

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Abstract
Pretvorba sulfidov v sulfoksimine je kemijski proces, kjer gre za pretvorbo sulfida (R-S-R) najprej v sulfoksid (R-SO-R) in nato v sulfoksimin (R-SO-NH-R). V organski sintezi je ta korak pomemben, saj omogoča pripravo spojin s sulfoksiminsko funkcionalno skupino, ki se uporabljajo v medicinski kemiji ali kot intermediati pri sintezi drugih kompleksnih organskih spojin. Pristopi k NH-sulfoksiminom temeljijo na večstopenjskih sintezah, ki se začnejo s sulfidi. Pri tem so na voljo strategije za selektiven N- ali O- prenos na žveplov atom, kar vodi do ustreznega sulfoksida ali sulfilimina. Gre predvsem za neposredno pripravo NH-sulfoksiminov z uporabo lahko dostopnih virov amonijaka v prisotnosti PhI(OAc)$_2$. V okviru svojega diplomskega dela sem se osredotočila na pretvorbe sulfidov v sulfoksimine, ki sem jih izvajala z amonijevim karbonatom v prisotnosti diacetoksi jodobenzena v metanolu, najprej v manjšem in nato v večjem merilu.

Language:Slovenian
Keywords:sulfid, sulfoksid, sulfoksimin, zelena pretvorba
Work type:Bachelor thesis/paper
Typology:2.11 - Undergraduate Thesis
Organization:FKKT - Faculty of Chemistry and Chemical Technology
Year:2024
PID:20.500.12556/RUL-161261 This link opens in a new window
COBISS.SI-ID:208352003 This link opens in a new window
Publication date in RUL:09.09.2024
Views:131
Downloads:23
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Secondary language

Language:English
Title:Conversion of sulfides to sulfoximines
Abstract:
The conversion of sulfides to sulfoximines is a chemical process that involves the transformation of a sulfide (R-S-R) first into a sulfoxide (R-SO-R) and then into a sulfoximine (R-SO-NH-R). In organic synthesis, this step is important because it allows the preparation of compounds with a sulfoximine functional group, which are used in medicinal chemistry or as intermediates in the synthesis of other complex organic compounds. Approaches to NH-sulfoximines are based on multi-step syntheses starting from sulfides. In this context, strategies are available for selective N- or O-transfer to the sulfur atom, leading to the corresponding sulfoxide or sulfilimide. This primarily involves directly preparing NH-sulfoximines using readily accessible ammonia sources in the presence of PhI(OAc)$_2$. In my thesis, I focused on converting sulfides to sulfoximines, which I carried out with ammonium carbonate in the presence of (diacetoxyiodo)benzene in methanol, first on a small scale and then on a larger scale.

Keywords:sulfide, sulfoxide, sulfoximine, green conversion

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