An <i>in situ</i> generated proton initiated aromatic fluoroalkylation <i>via</i> electron donor–acceptor complex photoactivation

Huang, Panyi; Lv, Chun; Song, Haijing; Wang, Chenjing; Du, Junze; Li, Jianjun; Sun, Bin; Jin, Can

doi:10.1039/d4gc00728j

Green Chem.

2024

DOI: 10.1039/d4gc00728j

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An in situ generated proton initiated aromatic fluoroalkylation via electron donor–acceptor complex photoactivation

Panyi Huang,

Chun Lv,

Haijing Song

et al.

Abstract: The photoactivation of electron donor-acceptor complexes to obtain fluoroalkyl arenes provides an economical and environmental-friendly means of directly installing fluoroalkyl groups (-CF2H, -CF3, -C4F9, -C6F13, et al.) at late-stage drug...

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Cited by 7 publications

References 58 publications

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Photoredox-Catalyzed C–H Methylation of N-Heteroarenes Enabled by N,N-Dimethylethanolamine

Wang,

Lin

et al. 2024

J. Org. Chem.

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A visible-light-driven radical C−H methylation of N-heteroarenes that is efficient and additive-and catalyst-free and employs readily available N,Ndimethylethanolamine as the methyl source has been developed. The transformation offers the benefits of broad substrate scope, mild reaction conditions, and operational simplicity. A photoactive electron donor−acceptor (EDA) complex between N-heteroarenes and N,N-dimethylethanolamine is essential for this transformation, as revealed by mechanistic investigations.

show abstract

Photoredox-Catalyzed C–H Methylation of N-Heteroarenes Enabled by N,N-Dimethylethanolamine

Wang,

Lin

et al. 2024

J. Org. Chem.

View full text Add to dashboard Cite

show abstract

Photoinduced Radical Relay Reaction of 2-Methylthiolated Phenylacetylenes/Alkynones Initiated by Electron Donor–Acceptor Complexes

Sun,

Zheng,

Zhang

et al. 2024

Org. Lett.

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A method was found to construct sulfur-containing five-and six-membered heterocyclic alkyl sulfonyl compounds by using visible light and free radicals activated and/or generated by EDA complexes/homolytic cleavage as initiators to stimulate the relay reaction of alkynes/alkynones. This method puts forward a new strategy to initiate alkyl sulfonation of alkynes/alkynones with only a catalytic amount of the initiator. This strategy of generating the initiator by EDA complex activation/homolytic cleavage provides a new idea for the following substances that must be excited.

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Photo-driven reduction/cyclization of nitroarenes via electron donor–acceptor complexes: a novel method for the acquisition of N-heterocycles

Sun,

Lv,

Zhuang

et al. 2024

Green Chem.

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An in situ generated proton initiated aromatic fluoroalkylation via electron donor–acceptor complex photoactivation

Abstract: The photoactivation of electron donor-acceptor complexes to obtain fluoroalkyl arenes provides an economical and environmental-friendly means of directly installing fluoroalkyl groups (-CF2H, -CF3, -C4F9, -C6F13, et al.) at late-stage drug...

Cited by 7 publications

References 58 publications

Photoredox-Catalyzed C–H Methylation of N-Heteroarenes Enabled by N,N-Dimethylethanolamine

Photoredox-Catalyzed C–H Methylation of N-Heteroarenes Enabled by N,N-Dimethylethanolamine

Photoinduced Radical Relay Reaction of 2-Methylthiolated Phenylacetylenes/Alkynones Initiated by Electron Donor–Acceptor Complexes

Photo-driven reduction/cyclization of nitroarenes via electron donor–acceptor complexes: a novel method for the acquisition of N-heterocycles

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