Electrochemical (radio)-halodesilylation of aromatic silanes

Gong, Kehao; Lin, Long; Gao, Xinyan; Zeng, Xiaojun; Xu, Bo; Han, Junbin

doi:10.1039/d3qo01553j

Org. Chem. Front.

2024

DOI: 10.1039/d3qo01553j

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Electrochemical (radio)-halodesilylation of aromatic silanes

Kehao Gong,

Long Lin,

Xinyan Gao

et al.

Abstract: We have developed a green and efficient electrochemical halodesilylation of trimethylsilanes to synthesize aryl halides.

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Cited by 2 publications

References 62 publications

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Synthesis Principle and Practice with Radioactive Iodines and Astatine: Advances Made So Far

Dong,

Zhang,

et al. 2024

J. Org. Chem.

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Radioactive iodines and astatine, possessing distinct exploitable nuclear properties, play indispensable roles in the realms of nuclear imaging and therapy. Their analogous chemical characteristics shape the design, preparation, and substrate range for tracers labeled with these radiohalogens through interconnected radiosynthetic chemistry. This perspective systematically explores the labeling methods by types of halogenating reagents� nucleophilic and electrophilic�underpinning the rational design of such compounds. It delves into the rapidly evolving synthetic strategies and reactions in radioiodination and radioastatination over the past decade, comparing their intrinsic relationships and highlighting variations. This comparative analysis illuminates potential radiosynthetic methods for exploration. Moreover, stability concerns related to compounds labeled with radioactive iodines and astatine are addressed, offering valuable insights for radiochemists and physicians alike.

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Synthesis Principle and Practice with Radioactive Iodines and Astatine: Advances Made So Far

Dong,

Zhang,

et al. 2024

J. Org. Chem.

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Defluorinative Haloalkylation of Unactivated Alkenes Enabled by Dual Photoredox and Copper Catalysis

Li,

Zhao

et al. 2024

J. Org. Chem.

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A three-component defluorinative haloalkylation of alkenes with trifluoromethyl compounds and TBAX (X = Cl, Br) via dual photoredox/copper catalysis is reported. The mild conditions are compatible with a wide array of activated trifluoromethyl aromatics bearing diverse substituents, and various nonactivated terminal and internal alkenes, enabling straightforward access to synthetically valuable γ-gem-difluoroalkyl halides with high efficiency. Mechanistic studies indicate that the [Cu] complexes not only serve as XAT catalysts but also facilitate the SET reduction of trifluoromethyl groups by photocatalysts. Additionally, the resulting alkyl halide products can serve as versatile conversion intermediates for the synthesis of a diverse range of γ-gem-difluoroalkyl compounds.

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Electrochemical (radio)-halodesilylation of aromatic silanes

Abstract: We have developed a green and efficient electrochemical halodesilylation of trimethylsilanes to synthesize aryl halides.

Cited by 2 publications

References 62 publications

Synthesis Principle and Practice with Radioactive Iodines and Astatine: Advances Made So Far

Synthesis Principle and Practice with Radioactive Iodines and Astatine: Advances Made So Far

Defluorinative Haloalkylation of Unactivated Alkenes Enabled by Dual Photoredox and Copper Catalysis

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