首页|Photoenolization/nucleophilic addition enables direct access to 3-alkyl-3-hydroxy-indolin-2-ones

Photoenolization/nucleophilic addition enables direct access to 3-alkyl-3-hydroxy-indolin-2-ones

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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.

PhotoenolizationC-H activationHydroxy-o-quinodimethanes (hydroxy-o-QDMs)Additive-free2-Methylbenzophenone derivativesHIGHLY ENANTIOSELECTIVE CONSTRUCTIONEXCITED-STATE REACTIONALDOL REACTIONKETONESISATINS

Tang, Li、Zeng, Wei-Mei、He, Yan-Hong、Guan, Zhi、Wang, Zhi-Lv

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Southwest Univ

2022

Tetrahedron letters

Tetrahedron letters

CCR
ISSN:0040-4039
年,卷(期):2022.95
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