ISSN:
0009-2940
Keywords:
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Flash Vacuum Thermolysis of 1-Chloro-4-methylenespiro[2.m]alkanesThe title compounds 5 were prepared by addition of bromochlorocarbene to 1,2-bis(methylene)cycloheptane (3a) and -cyclohexane (3b), respectively, to give 4, followed by reduction with triphenyltin hydride. Flash vacuum thermolysis of 5 gave instead of the expected vinylcyclopropane rearrangement to the chlorocyclopentenes 8 the halogen-free trienes 7 (80 - 90% yield), which were characterized by their spectra and by Diels-Alder reaction with tetracyanoethene to the adducts 6. The mechanism of formation of 7 is discussed.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19861190234
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