Résumé
| langue originale | Anglais |
|---|---|
| Pages (de - à) | 3236-3244 |
| Nombre de pages | 9 |
| journal | European Journal of Organic Chemistry |
| Volume | 2018 |
| Numéro de publication | 24 |
| Les DOIs | |
| état | Publié - 29 juin 2018 |
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The Use of Switchable Polarity Solvents for the Synthesis of 16‐Arylidene Steroids via Claisen–Schmidt Condensation. / Ispán, Dávid; Szánti-Pintér, Eszter; Papp, Maté; Wouters, Johan; Tumanov, Nikolay; Balázs Zsirka, Balázs; Gömöry, Ágnes; Kollár, László; Skoda-Földes, Rita.
Dans: European Journal of Organic Chemistry, Vol 2018, Numéro 24, 29.06.2018, p. 3236-3244.Résultats de recherche: Contribution à un journal/une revue › Article
TY - JOUR
T1 - The Use of Switchable Polarity Solvents for the Synthesis of 16‐Arylidene Steroids via Claisen–Schmidt Condensation
AU - Ispán, Dávid
AU - Szánti-Pintér, Eszter
AU - Papp, Maté
AU - Wouters, Johan
AU - Tumanov, Nikolay
AU - Balázs Zsirka, Balázs
AU - Gömöry, Ágnes
AU - Kollár, László
AU - Skoda-Földes, Rita
PY - 2018/6/29
Y1 - 2018/6/29
N2 - 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/CO2 and 2‐tert‐butyl‐1,1,3,3‐tetramethylguanidine (tBu‐TMG)/ethylene glycol/CO2 systems were proved by conductivity measurements. The structure of the ionic form was established by 1H 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).
AB - 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/CO2 and 2‐tert‐butyl‐1,1,3,3‐tetramethylguanidine (tBu‐TMG)/ethylene glycol/CO2 systems were proved by conductivity measurements. The structure of the ionic form was established by 1H 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).
KW - Alkylcarbonate
KW - Green chemistry
KW - Guanidine
KW - Ion-molecule reactions
KW - Ionic liquids
KW - Recyclability
UR - http://www.scopus.com/inward/record.url?scp=85049256313&partnerID=8YFLogxK
U2 - 10.1002/ejoc.201800356
DO - 10.1002/ejoc.201800356
M3 - Article
VL - 2018
SP - 3236
EP - 3244
JO - European Journal of Organic Chemistry
JF - European Journal of Organic Chemistry
SN - 1434-193X
IS - 24
ER -