Zinc-Mediated C-3 α-Prenylation of Isatins with Prenyl Bromide: Access to 3-Prenyl-3-hydroxy-2-oxindoles and Its Application.
作者： Li-Ming Zhao , Ai-Li Zhang , Jie-Huan Zhang , Hua-Shuai Gao , Wei Zhou
关键词: Moiety 、 Reagent 、 Organic chemistry 、 Zinc 、 Bromide 、 Substrate (chemistry) 、 Prenylation 、 Chemistry
摘要: A convenient and highly α-regioselective strategy for the synthesis of 3-prenyl-3-hydroxy-2-oxindoles has been developed starting from isatins prenylzinc with good to excellent yields. This protocol provides a straightforward practical way introduce an α-prenyl moiety into C-3 position isatins. The advantages this reaction are use cheap readily available reagents, operational simplicity, wide substrate scope. Furthermore, transformation was applied several oxindole-containing natural products, which further demonstrated synthetic utility methodology.
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