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Direct synthesis of sila-benzoazoles through hydrosilylation and rearrangement cascade reaction of benzoazoles and silanes

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  • Tianwei Liu

    (Jilin University Changchun)

  • Mo Yang

    (School of Chemistry and Chemical Engineering, Nanjing University)

  • Jianghua He

    (Jilin University Changchun)

  • Shuhua Li

    (School of Chemistry and Chemical Engineering, Nanjing University)

  • Yuetao Zhang

    (Jilin University Changchun)

Abstract

Sila-isosteres have attracted increasing attention due to their potential application in a variety of fields and their different properties compared to their carbon-containing analogs. However, the preparation of these silicon-containing compound remains challenging and thus the development of alternative synthetic methodologies is desirable. Here, we employ B(C6F5)3 as catalyst to enable the synthesis of highly functionalized sila-benzoazoles via hydrosilylation and rearrangement cascade reaction of benzoazoles and commercially available silanes. This strategy also exhibits remarkable features such as 100% atom-economy, good functional group tolerance, broad substrate scope, easy scale-up and good catalytic performance, demonstrating its potential application in sila-isostere synthesis.

Suggested Citation

  • Tianwei Liu & Mo Yang & Jianghua He & Shuhua Li & Yuetao Zhang, 2023. "Direct synthesis of sila-benzoazoles through hydrosilylation and rearrangement cascade reaction of benzoazoles and silanes," Nature Communications, Nature, vol. 14(1), pages 1-9, December.
    • Handle: RePEc:nat:natcom:v:14:y:2023:i:1:d:10.1038_s41467-023-36360-z
    DOI: 10.1038/s41467-023-36360-z
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