Palladium(II)-Catalyzed Intramolecular C–H Alkenylation for the Synthesis of Chromanes
Autor: | Nuria Sotomayor, Alexander Misol, Marcos Gómez-Redondo, Asier Carral-Menoyo, Esther Lete |
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Rok vydání: | 2019 |
Předmět: | |
Zdroj: | The Journal of Organic Chemistry. 84:2048-2060 |
ISSN: | 1520-6904 0022-3263 |
DOI: | 10.1021/acs.joc.8b03051 |
Popis: | The intramolecular Pd(II)-catalyzed alkenylation of aryl homoallyl ethers constitutes a mild, versatile, and efficient procedure for the synthesis of highly and diversely substituted chromanes and 2 H-chromenes. The use of p-TsOH as an additive allows more efficient reactions that could be carried out a room temperature in most cases. The procedure has a wide scope, allowing the synthesis of alkylidenechromanes and 2 H-chromenes substituted at C-2 or C-3 of the chromene moiety, thus accessing relevant flavenes and isoflavenes, and even coumarins, in high yields (59 to 91%, 32 examples). |
Databáze: | OpenAIRE |
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