ISSN:
1573-8353
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract 3- and 5-Furylcyclohexenones were obtained by the Michael reaction of furan chalcones with acetoacetic ester. Intermediate β-cycloketols were isolated in many cases. It was found that transformations of β-cycloketols by HClO4 and TrClO4 were a function of the nature of the substituent in position5 of the alicycle. 5-Arylketols undergo dehydration, while 5-furyl derivatives split both water and the furan fragment, resulting in aromatization of the alicycle. The structure of the synthesized compounds was confirmed by the IR and PMR spectra.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF01164783
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