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■ A Convenient, One-pot Azulene Synthesis from Cyclohepta[b]furan-2-ones and Vinyl Ether and Its Analogues (I). Vinyl Ethyl Ether, Vinyl Acetates, Dihydrofurans, and Dihydropyrans as Reagent

Tetsuo Nozoe,* Paw-Wang Yang, Chi-Phi Wu, Tin-Shan Huang, Te-Hsiang Lee, Harue Okai, Hidetsugu Wakabayashi,* and Sumio Ishikawa

*Department of Chemistry, Faculty of Science, Josai University, 1-1 Keyakidai, Sakado, Saitama 350-0295, Japan

Abstract

Variously functionalized azulene derivatives (more than 40) were synthesized in one-pot and in good yields by the reaction of cyclohepta [b] furan-2-one derivatives with vinyl ethyl ether, vinyl acetate, isopropenyl acetate, dihydropyrans, and dihydrofurans on heating at 160-190 °C in aprotic solvent. Structures of formal cycloadducts in two cases were determined, and a possible pathway of the reaction is discussed.