Schwefelbasierte Bausteine zur Polymerisation sowie Derivatisierung von Sulfoximinen und Synthese von Sulfoximinanaloga bioaktiver Substanzen

Brosge, Felix; Bolm, Carsten (Thesis advisor); Albrecht, Markus (Thesis advisor)

Aachen : RWTH Aachen University (2021)
Dissertation / PhD Thesis

Dissertation, RWTH Aachen University, 2021

Abstract

The presented thesis covers three research topics concerning sulfur chemistry. The main focus of this work lays on the compound class of sulfoximines. First, the syntheses of sulfur-based building blocks for their incorporation into BN- and BO-doped inorganic-organic hybrid polymers is discussed. Secondly, different derivatizations of sulfoximines are examined. N-Oximsulfoximines are synthesized by a reaction between imidoylchlorides and free NH-sulfoximines under basic conditions. Further, a [3+2]-cycloaddition between N-cyanosulfoximines and nitrones is investigated. Also, the reaction of N-cyanosulfoximines and acyl Meldrum’s acid derivatives leading to 5-carbonyl-1,3-oxazine-2,4-dione N-substituted sulfoximines is explored. The third part of this thesis deals with the syntheses of sulfoximine analogues of bioactive compounds. First a sulfoximine analogue of Sulfasalazine was synthesized and tested in vitro against different cancer cell lines. Secondly the synthesis of a Pimozide sulfoximine analogue is described. A precursor of this analogue was obtained.

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