锡粉促进下“一锅法”合成α-亚甲基-γ-丁内酯衍生物

doi:10.6023/cjoc201801021

摘要/Abstract

探索了锡粉促进下，靛红或α-羰基酯与2-（溴甲基）丙烯酸乙酯的“一锅法”反应，得到了一系列含有螺环氧化吲哚结构单元的或γ，γ-二取代的α-亚甲基-γ-丁内酯衍生物.该方法避免了使用有毒的有机锡试剂，具有反应条件温和、操作简单、产率高等优点，为合成α-亚甲基-γ-丁内酯衍生物提供了一种有效的新方法.

关键词: 一锅法, 锡粉, 靛红, 2-(溴甲基)丙烯酸乙酯, α-亚甲基-γ-丁内酯, 螺环氧化吲哚-γ-丁内酯

An one-pot reaction of various isatin compounds or α-keto esters and ethyl 2-(bromomethyl)acrylate promoted by tin powder has been investigated, affording the corresponding isatin-derived spirocyclic α-methylene-γ-butyrolactones or γ, γ-disubstituted α-methylene-γ-butyrolactones in high yields. The method uses the combination of tin powder and ethyl 2-(bromomethyl)acrylate to replace the corresponding toxic stannanes and allows the operation much easier.

Key words: one-pot, tin powder, isatin, 2-(bromomethyl)acrylate, α-methylene-γ-butyrolactone, spirooxindole-γ-butyrolactone

引用此文

杨政, 黄丹凤, 文岚, 王娟娟, 王克虎, 胡雨来. 锡粉促进下“一锅法”合成α-亚甲基-γ-丁内酯衍生物[J]. 有机化学, 2018, 38(7): 1725-1732.

Yang Zheng, Huang Danfeng, Wen Lan, Wang Juanjuan, Wang Kehu, Hu Yulai. Tin Powder-Promoted “One-Pot” Synthesis of α-Methylene-γ-butyrolactones[J]. Chin. J. Org. Chem., 2018, 38(7): 1725-1732.

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