Oxidative Dimerization of 1Н-Benzo[f]chromenes: Synthesis of Benzannulated Analogues of Spirobiflavonoids Welwitschins E and F
| Autor: | Maxim R. Demidov, Yuri N. Klimochkin, Vitaly A. Osyanin, Dmitry V. Osipov |
|---|---|
| Rok vydání: | 2021 |
| Předmět: |
Reaction conditions
Chalcone 010405 organic chemistry Dimer Organic Chemistry chemistry.chemical_element Oxidative phosphorylation 010402 general chemistry Medicinal chemistry 01 natural sciences Catalysis 0104 chemical sciences chemistry.chemical_compound 010404 medicinal & biomolecular chemistry chemistry Benzene Selenium |
| Zdroj: | Synthesis. 53:2449-2456 |
| ISSN: | 1437-210X 0039-7881 |
| DOI: | 10.1055/a-1396-8123 |
| Popis: | A new oxidative transformation of 1H-benzo[f]chromenes into spirodimers under the action of selenium dioxide was discovered, leading to spirodimers, which are dibenzannulated analogues of naturally occurring welwitschins E and F. In the reaction, both MnO2 and I2O5 can also be used as an oxidant. The protocol has advantages of mild reaction conditions and simple operation. At the same time, oxidation of 1H-benzo[f]chromenes with (diacetoxyiodo)benzene is accompanied by the formation of 3,3′-bibenzo[f]chromene as a dimer of a different structure. It was also found that 4H-chromenes under the action of various oxidants are cleaved to give chalcone. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|