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- W3217386506 abstract "The reductive coupling of isatins with α,β-unsaturated carbonyl compounds by Zn-TiCl4 in THF at 0 °C gave one-to-one coupled products, 3-hydoxy-3-alkyloxindoles. The coupled products obtained from α,β-unsaturated esters were transformed to the corresponding spiro-γ-lactones by refluxing in cat. PPTS/benzene. The two-to-one coupled products, 3,3-bis(2-carbomethoxyethyl)oxindoles, were formed by the reduction of isatins with methyl acrylate by Zn-TiCl4 in THF at 30 °C. The one-to-one coupled products obtained from the reductive coupling of isatins with methyl acrylate were reduced to 3-(2-carbomethoxyethyl)oxindoles by Zn-TiCl4 in THF at 30 °C. The 3-(2-carbomethoxyethyl)oxindoles added to acrylonitrile to give 3-(2-carbomethoxyethyl)-3-(2-cyanoethyl)oxindoles. The reductive coupling of isatins with α,β-unsaturated esters by Zn-TiCl4 gave one-to-one and two-to-one coupled products by controlling the reaction conditions. The one-to-one coupled products were transformed to the corresponding spiro-γ-lactones. The one-to-one coupled products obtained from methyl acrylate were reduced by Zn-TiCl4 to 3-(2-carbomethoxyethyl)oxindoles, which added to acrylonitrile to give 3-(2-carbomethoxyethyl)-3-(2-cyanoethyl)oxindoles." @default.
- W3217386506 created "2021-12-06" @default.
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- W3217386506 date "2021-11-30" @default.
- W3217386506 modified "2023-09-27" @default.
- W3217386506 title "Reductive coupling of isatins with α,β-unsaturated carbonyl compounds by low-valent titanium" @default.
- W3217386506 doi "https://doi.org/10.1246/bcsj.20210357" @default.
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