Abstract

The reaction of isoalantolactone, a sesquiterpene α-methylidene-γ-lactone, with bromo(iodo)pyridines under the Heck reaction conditions gave 3-(pyridylmethylidene)-8а-methyldecahydronaphtho[2,3- b ]furan-2(3 Н )-ones and 3-(pyridylmethyl)-8а-methyloctahydronaphtho[2,3- b ]furan-2(4 Н )-ones, products of double bond migration. The yield and product ratio depended on the reaction conditions and the nature of halopyridine. The effectiveness of Pd(OAc) 2 –caffeine catalytic system was demonstrated in this reaction. How to Cite Patrushev, S. S.; Shakirov, M. M.; Shults, E. E. Chem. Heterocycl. Compd. 2016 , 52 , 165. [ Khim. Geterotsikl. Soedin. 2016 , 52 , 165.] For this article in the English edition see DOI 10.1007/s10593-016-1855-1

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