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- W2017883498 abstract "Die Addition von Thioglykolsäure (11, R H) oder 2-Mercaptopropionsäure (12, R H) am 2-Äthoxycarbonyl-3,3-dirnethylindolenin (5) führt zu den Hexahydrothiazolo[3,2-a]- indolonen 6 bzw. 14. Verwendet man statt der Säure 11 (R H) deren Äthylester 11,/ (RC2H5), so verläuft die Reaktion nur in Anwesenheit von Spuren einer Säure. – Die Verbindung 6 wird zum α,α-Dichlorsulfenylchlorid 18 umgesetzt, das mit Äthanthiol quantitativ unter Bildung von 19 reagiert. 3-Mercaptopropionsaure (21) reagiert mit 5 unter Bildung von 22. Die Umwandlungen von 6 in 19 und von 5 in 22 sind Modellreaktionen für die Synthese des seco-Anhydrogliotoxin-Analogons 20 bzw. des Desthiornethylenanhydrogliotoxin-Analogons 24. Erste Versuche dazu werden diskutiert. Model Experiments for the Synthesis of Anhydrogliotoxin Analogs: A Convenient Synthesis of Thiazoloindolone Derivatives The addition of thioglycolic acid (11, RH) or 2-mercaptopropionic acid (12, RH) to ethyl 2-ethoxycarbonyl-3,3-dimethylindolenine (5) yields the hexahydrothiazolo[3,2-a]-indolones 6 and 14, respectively. When the ethyl ester 11 (RC2H5) is used instead of the acid 11 (R H), this reaction proceeds only in the presence of a trace of acid. – Compound 6 can be converted into the a,cw-dichlorosulfenyl chloride 18, which reacts quantitatively with ethanethiol to yield19. 3-Mercaptopropionic acid (21) reacts with 5 to yield 22. The conversions of 6 → 19 and 5 → 22 are model reactions for the synthesis of the seco-anhydrogliotoxin analog 20 and the dethiornethyleneanhydrogliotoxin analog 24, respectively. First attempts in this direction are discussed." @default.
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- W2017883498 title "Modellversuche zur Synthese von Anhydrogliotoxin-Analoga: Eine bequeme Synthese von Thiazoloindolon-Derivaten" @default.
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- W2017883498 doi "https://doi.org/10.1002/jlac.197419740208" @default.
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