B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub>·H<sub>2</sub>O‑Catalyzed N–H\nand C–H Functionalization\nof Aromatic Amines with Sulfoxonium Ylides under Metal-Free Conditions

Hydrogen-bonded\naggregates of B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub> and water\nare proven as strong Brønsted acid catalysts,\nwhich have the advantages of low toxicity and broad compatibility.\nSulfoxonium ylides are stable surrogates of diazo compounds, which\nparticipate in various reactions due to their versatile reactivity.\nBased on these characteristics, a strategy for C–N bond or\nC–C bond construction of aromatic amines with sulfoxonium ylides\nunder metal-free catalytic conditions was established. This method\nhas advantages of mild conditions and excellent yield, which is suitable\nfor the N–H or C–H functionalization of various aromatic\namine compounds.

Publication Details

Journal
Figshare
Published
2024-08-31
DOI
https://doi.org/10.1021/acs.joc.4c01558.s001
Primary Topic
Mycorrhizal Fungi and Plant Interactions
Type
article
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article

B(C6F5)3·H2O‑Catalyzed N–H\nand C–H Functionalization\nof Aromatic Amines with Sulfoxonium Ylides under Metal-Free Conditions

Figshare
Mycorrhizal Fungi and Plant Interactions
article

B(C6F5)3·H2O‑Catalyzed N–H\nand C–H Functionalization\nof Aromatic Amines with Sulfoxonium Ylides under Metal-Free Conditions

article en

Abstract

Hydrogen-bonded\naggregates of B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub> and water\nare proven as strong Brønsted acid catalysts,\nwhich have the advantages of low toxicity and broad compatibility.\nSulfoxonium ylides are stable surrogates of diazo compounds, which\nparticipate in various reactions due to their versatile reactivity.\nBased on these characteristics, a strategy for C–N bond or\nC–C bond construction of aromatic amines with sulfoxonium ylides\nunder metal-free catalytic conditions was established. This method\nhas advantages of mild conditions and excellent yield, which is suitable\nfor the N–H or C–H functionalization of various aromatic\namine compounds.

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Mycorrhizal Fungi and Plant Interactions
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