Cycloproparenes: Approaches to cyclopropa[c]furan
Autor: | Eva G. Lovett, Brian Halton |
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Rok vydání: | 1991 |
Předmět: | |
Zdroj: | Structural Chemistry. 2:147-152 |
ISSN: | 1572-9001 1040-0400 |
DOI: | 10.1007/bf00676626 |
Popis: | Treatment of 6,6-dichloro-3-oxabicyclo[3.1.0]-hexane (7) with potassiumt-butoxide generates the ring-strained cyclopropene8 as a reactive intermediate. With 1,3-diphenylisobenzofuran compound8 is trapped as a ∼5∶1 mixture of theexo- andendo-adducts11a and11b, respectively. With furan only the ring expanded vinylcarbene12 is intercepted and spirocycle13a is formed. Carbene12 is also captured by cyclohexene, 2,3-dihydrofuran, 2,5-dihydrofuran, and diphenylethyne to give22–25 respectively. A likely side product in these reactions is the pyran14. |
Databáze: | OpenAIRE |
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