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Photoinitiated Multicomponent Anti-Markovnikov Alkoxylation over Graphene Oxide.

ABSTRACT: The development of graphene oxide-based heterogeneous materials with an economical and environmentally-friendly manner has the potential to facilitate many important organic transformations but proves to have few relevant reported reactions. Herein, we explore the synergistic role of catalytic systems driven by graphene oxide and visible light that form nucleophilic alkoxyl radical intermediates, which enable an anti-Markovnikov addition exclusively to the terminal alkenes, and then the produced benzyl radicals are subsequently added with N-methylquinoxalones. This photoinduced cascade radical difunctionalization of olefins offers a concise and applicable protocol for constructing alkoxyl-substituted N-methylquinoxalones.

SUBMITTER: Nie L

PROVIDER: S-EPMC8777657 | biostudies-literature | 2022 Jan

REPOSITORIES: biostudies-literature

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Photoinitiated Multicomponent Anti-Markovnikov Alkoxylation over Graphene Oxide.

Nie Liang L Peng Xiangjun X He Haiping H Hu Jian J Yao Zhiyang Z Zhou Linyi L Yang Ming M Li Fan F Huang Qing Q Liu Liangxian L

Molecules (Basel, Switzerland) 20220112 2

The development of graphene oxide-based heterogeneous materials with an economical and environmentally-friendly manner has the potential to facilitate many important organic transformations but proves to have few relevant reported reactions. Herein, we explore the synergistic role of catalytic systems driven by graphene oxide and visible light that form nucleophilic alkoxyl radical intermediates, which enable an anti-Markovnikov addition exclusively to the terminal alkenes, and then the produced ...[more]

PMID: 35056789

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