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The reductive coupling of isatins with ketones and aldehydes by Zn–TiCl4 in THF gave two- and four-electron reduced products, 3-hydoxy-3-(1-hydoxyalkyl)oxindoles and 3-alkylideneoxindoles, selectively by controlling the reaction conditions. Although the 3-(1-hydoxyalkyl)oxindoles were also produced as the four-electron reduced products in some cases, these products were readily dehydrated to 3-alkylideneoxindoles...
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