Abstract:
Acetylene reacts with chalcones in the NaOBut / DMSO superbase system (3–12 atm, 70°C, 15 min) to give, along with substituted furans, functionalized 3-exo-aryl-7-methylidene- 6,8-dioxabicyclo[3.2.1]octanes, novel frontalin congeners, which are diastereoselectively assembled from two molecules of chalcones and one molecule of acetylene.
Citation:
E. Yu. Schmidt, I. A. Bidusenko, N. A. Cherimichkina, B. A. Trofimov, “Acetylene as driving and organizing molecule in the assembling reactions with chalcones in the NaOBut/DMSO superbase system”, Mendeleev Commun., 28:1 (2018), 47–48
Linking options:
https://www.mathnet.ru/eng/mendc1659
https://www.mathnet.ru/eng/mendc/v28/i1/p47
This publication is cited in the following 4 articles:
N. A. Zefirov, E. V. Nurieva, A. V. Mamaeva, D. A. Vasilenko, K. S. Sadovnikov, E. B. Averina, A. Yu. Kolchanova, E. R. Milaeva, O. N. Zefirova, “New podophyllotoxin and epipodophyllotoxin derivatives with substituted isoxazole fragments”, Russ Chem Bull, 72:4 (2023), 1029
I. A. Elisseev, E. V. Nurieva, N. A. Zefirov, A. Yu. Kolchanova, D. A. Skvortsov, E. R. Milaeva, O. N. Zefirova, “New C(4)-esters of podophyllotoxin and epipodophyllotoxin with heterocyclic moieties”, Russ Chem Bull, 72:9 (2023), 2191
“SYNTHESIS OF AROMATIC ACETYLENE ALCOHOLS USING COMPLEX CATALYTIC SYSTEMS”, CHEMISTRY AND CHEMICAL ENGINEERING, 2021, 58
E. Yu. Schmidt, N. V. Semenova, E. V. Ivanova, I. A. Ushakov, B. A. Trofimov, “Multimolecular self-organization of acetylene and arylamines into 1-aryl-3-ethyl-4-vinylpyrroles in the KOBut/DMSO system”, Mendeleev Commun., 30:3 (2020), 315–317
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