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■ A Facile Synthesis of Furotropone Derivatives by an Application of Claisen Rearrangement

Hitoshi Takeshita,* Kozo Tajiri, and Isao Kouno

*Instituete of Advanced Material Study, Kyushu University, 6-1, Kasuga-koen, Kasuga 816-8580, Japan

Abstract

The reaction of 1,4-dichloro-trans-2-butene with dipotassium salt of 5-hydroxytropolone in presence of 18-crown-6-ether afforded 5-(4-chloro-trans-2-butenyloxy)tropolone and 2,5-di(4-chloro-trans-2-butenyloxy)tropone which were transformed into furotropone derivatives by dehydrochlorination under the conditions of Claisen rearrangement.