A novel entry to spirofurooxindoles involving tandem dearomatization of furan ring and intramolecular friedel–crafts reaction

…, JQ Lai, ZR Zhang, HF Jiang

Index: Yin, Biao-Lin; Lai, Jin-Qiang; Zhang, Ze-Ren; Jiang, Huan-Feng Advanced Synthesis and Catalysis, 2011 , vol. 353, # 11-12 p. 1961 - 1965

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Citation Number: 38

Abstract

Abstract A copper sulfate pentahydrate-catalyzed intramolecular Friedel–Crafts reaction using an oxocarbenium species derived from a furan ring as the alkylating agent was developed for the first time. By using this protocol, spirofurooxindoles 9 with multi-reactive sites were synthesized simply and concisely. In addition, selective hydrogenation of the endo-cyclic double bond and full hydrogenation of the endo and exo-cyclic double bonds ...