Photoenolization/nucleophilic addition enables direct access to 3-alkyl-3-hydroxy-indolin-2-ones
Tang, Li 1Zeng, Wei-Mei 1He, Yan-Hong 1Guan, Zhi 1Wang, Zhi-Lv1
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作者信息
1. Southwest Univ
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Abstract
A light-driven, catalyst-and additive-free photoenolization/nucleophilic addition reaction for the synthesis of 3-benzyl-3-hydroxyindolin-2-ones is presented. In this reaction, 2-methylbenzophenones undergo light-induced enolization process to afford hydroxy-o-quinodimethanes (hydroxy-o-QDMs), which are then immediately captured by the electrophilic isatins. The reaction utilizes green and clean light energy to realize the C-H activation of the inert benzyl position of 2-methylbenzophenones. This method tolerates a wide scope of substrates and provides concise access to a series of novel 3-benzyl3-hydroxyindolin-2-ones with 60-99% yields.(c) 2022 Elsevier Ltd. All rights reserved.
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Elsevier