Synlett

An Efficient Iodine-Catalyzed Benzylation Reaction of 1, 3-Dicarbonyl Compounds

Z Li, Z Duan, H Wang, R Tian, Q Zhu, Y Wu

Index: Li, Zhongxian; Duan, Zheng; Wang, Huaiqiu; Tian, Rongqiang; Zhu, Qianrui; Wu, Yangjie Synlett, 2008 , # 16 p. 2535 - 2539

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Abstract

Under the optimized conditions, we investigated the I 2 -catalyzed reactions of various benzylic alcohols and benzylic acetates with acetylacetone. Both electron-rich and moderately electron-poor aromatic substrates reacted smoothly with acetylacetone and the corresponding benzylation products were isolated in excellent yields (Table [²] , entries 1-7). But when the reaction was carried out with the highly electron-deficient benzylic alcohol 1j, only trace amount of ...