TfOH catalysed domino-double annulation of arenes with propargylic alcohols: a unified approach to indene polycyclic systems
| Autor: | Bhavna Yadav, Beeraiah Baire |
|---|---|
| Rok vydání: | 2021 |
| Předmět: |
Annulation
Metals and Alloys Cationic polymerization General Chemistry Key features Combinatorial chemistry Catalysis Domino Surfaces Coatings and Films Electronic Optical and Magnetic Materials chemistry.chemical_compound chemistry Yield (chemistry) Atom economy Intramolecular force Materials Chemistry Ceramics and Composites Indene |
| Zdroj: | Chemical Communications. 57:12796-12799 |
| ISSN: | 1364-548X 1359-7345 |
| Popis: | The design and development of a TfOH catalysed domino strategy for the double annulation of arenes with propargylic alcohols for the rapid generation of indene based polycyclic systems is reported. The dehydration, intramolecular 6-endo-dig hydroarylation, and cationic cyclization were consecutively promoted by TfOH. The key features of this strategy are the formation of two C–C bonds, unified access to indene polycyclic systems, excellent yields (up to 95%), high atom economy (>90%), an operationally simple procedure, and water being the only byproduct. By extending this strategy, a two-step synthesis of the pentacyclic systems of hypoxylonol A (43% overall yield from α-tetralone), daldinone A (63% overall yield from β-tetralone) and spiro-tetracyclic framework of incarviatone A has also been achieved. |
| Databáze: | OpenAIRE |
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