Tin Powder-Promoted “One-Pot” Synthesis of α-Methylene-γ-butyrolactones

doi:10.6023/cjoc201801021

Abstract

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

Cite this article

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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锡粉促进下“一锅法”合成α-亚甲基-γ-丁内酯衍生物