The Use of Switchable Polarity Solvents for the Synthesis of 16‐Arylidene Steroids via Claisen–Schmidt Condensation.
In: European Journal of Organic Chemistry, Jg. 2018 (2018-06-29), Heft 24, S. 3236-3244
Online
academicJournal
Zugriff:
Switchable polarity recyclable solvent mixtures were applied as reaction medium and catalyst to replace the conventional base catalysts in the Claisen–Schmidt condensation of 17‐oxo steroids with aromatic aldehydes. Reversibility between ionic and nonionic forms of the new 2‐n‐butyl‐1,1,3,3‐tetramethylguanidine (nBu‐TMG)/ethylene glycol/CO 2 and 2‐tert‐butyl‐1,1,3,3‐tetramethylguanidine (tBu‐TMG)/ethylene glycol/CO 2 systems were proved by conductivity measurements. The structure of the ionic form was established by 1 H NMR and IR measurements and by quantum chemical calculations. The steroidal products with androstane and estrane skeleton were characterised with spectroscopic methods (NMR, IR, MS). [ABSTRACT FROM AUTHOR]
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Titel: |
The Use of Switchable Polarity Solvents for the Synthesis of 16‐Arylidene Steroids via Claisen–Schmidt Condensation.
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Autor/in / Beteiligte Person: | Ispán, Dávid ; Szánti‐Pintér, Eszter ; Papp, Máté ; Wouters, Johan ; Tumanov, Nikolay ; Zsirka, Balázs ; Gömöry, Ágnes ; Kollár, László ; Skoda‐Földes, Rita |
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Zeitschrift: | European Journal of Organic Chemistry, Jg. 2018 (2018-06-29), Heft 24, S. 3236-3244 |
Veröffentlichung: | 2018 |
Medientyp: | academicJournal |
ISSN: | 1434-193X (print) |
DOI: | 10.1002/ejoc.201800356 |
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