Facile Generation of Trideuteromethyl Radical from Alkylsilyl Peroxide and Subsequent Functionalization

Abstract Cu‐ and Fe‐ catalyzed trideuteromethylation reactions using alkylsilyl peroxide as trideuteromethyl radical precursor are reported. The alkylsilyl peroxide was synthesized from acetone‐d6 in a three‐step sequence, and the reactions with various coupling partners afforded efficiently the corresponding N−CD 3 , O−CD 3 and C−CD 3 bond formation products. The radical heptadeuteriopropylation using alkylsilyl peroxide prepared from butyric acid‐d7 is also described.

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Publication Details

Journal
Asian Journal of Organic Chemistry
Published
2024-08-23
DOI
https://doi.org/10.1002/ajoc.202400382
Citations
1
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.25

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article

Facile Generation of Trideuteromethyl Radical from Alkylsilyl Peroxide and Subsequent Functionalization

J. Nie, Terumasa Kato, Keiji Maruoka, Jiahao Liu et al.
1 citations
Asian Journal of Organic Chemistry
Radical Photochemical Reactions
0.25
article

Facile Generation of Trideuteromethyl Radical from Alkylsilyl Peroxide and Subsequent Functionalization

J. Nie, Terumasa Kato, Keiji Maruoka, Jiahao Liu, Yan Liu, Zhe Wang
article en
1 citations

Abstract

Abstract Cu‐ and Fe‐ catalyzed trideuteromethylation reactions using alkylsilyl peroxide as trideuteromethyl radical precursor are reported. The alkylsilyl peroxide was synthesized from acetone‐d6 in a three‐step sequence, and the reactions with various coupling partners afforded efficiently the corresponding N−CD 3 , O−CD 3 and C−CD 3 bond formation products. The radical heptadeuteriopropylation using alkylsilyl peroxide prepared from butyric acid‐d7 is also described.

Asian Journal of Organic ChemistryVol. 13(11)
Guangdong University of Technology (CN), Kyoto University (JP)
National Natural Science Foundation of China, Guangdong Provincial Pearl River Talents Program, Japan Society for the Promotion of Science
Clean water and sanitation
Openalex Percentile: Top 49%
Radical Photochemical Reactions
0.25
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Facile Generation of Trideuteromethyl Radical from Alkylsilyl Peroxide and Subsequent Functionalization — J. Nie, Terumasa Kato, et al. · Asian Journal of Organic Chemistry (2024) | TGRS Research Map | TGRS