Synthesis of Caryophyllane Oximes and Hydrazone and Their O- and N-Acylated Derivatives

摘要

Kobusone oxime and hydrazone were synthesized for the first time in yields of 78 and 71%, respectively, via condensation of the sesquiterpene ketone kobusone, which was prepared by oxidation of caryophyllene oxide, with hydroxylamine and hydrazine. Acylation of the caryophyllane oxime and hydrazone produced series of O- and N-derivatives in preparative yields up to 90%. The molecular structures of the acyloximes and acetylhydrazone were established by X-ray crystal structure analyses.