Thermal Rearrangements of 2-Cyclopropylcycloalk-2-enones

DOI: 10.1039/P19810003147

Source and publish data:

Journal of the Chemical Society. Perkin transactions I p. 3147 - 3149 (1981)

Update date:2022-08-03

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Authors:

Pattenden, Gerald

Whybrow, Derek

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Article abstract of DOI:10.1039/P19810003147

Thermolysis of 2-(2,2-dimethylcyclopropyl)cyclopent-2-enone (2) and 2-cyclopropylcyclohex-2-enone (6) is shown to produce 2-(3-methylbut-2-enylidene)cyclopentanone (10) and 2-propylphenol (14), respectively, via homo<1,5>sigmatropic H-migration and isomerisation.Heating 2-cyclopropylcyclopent-2-enone (8) under a variety of conditions led only to decomposition; no products resulting from vinylcyclopropane - cyclopentene rearrangement were detected.

Full text of DOI:10.1039/P19810003147

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