Phase transfer catalyzed conjugate addition-initiated ring-closure (CAIRC) reactions with 2-bromo-2-cyclopentenones
| Autor: | Alemayehu Mekonnen Yirsaw, Rolf Carlson |
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| Jazyk: | angličtina |
| Rok vydání: | 2017 |
| Předmět: | |
| Zdroj: | ARKIVOC, Vol 2017, Iss 4, Pp 74-87 (2017) |
| ISSN: | 1551-7012 1551-7004 |
| Popis: | When 2-bromo-2-cyclopentenone is treated with various carbon nucleophiles containing active methylenes, it undergoes a conjugate addition initiated-ring closure (CAIRC) reaction. This leads to the formation of carboand heterocyclic compounds in a regioselective fashion with good to high yield. Several bases and phase transfer catalysts were investigated. CsF-Si(OEt)4 as base together with benzyldimethyl (2-hydroxyethyl)- ammonium chloride, C6H5CH2N(Cl)(CH3)2CH2CH2OH, as phase transfer catalyst, were found to be mild and efficient reagents for carrying out the synthetic transformation. |
| Databáze: | OpenAIRE |
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