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

Tianwei Liu, Mo Yang, Jianghua He, Shuhua Li () and Yuetao Zhang ()
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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

Nature Communications, 2023, vol. 14, issue 1, 1-9

Abstract: 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.

Date: 2023
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DOI: 10.1038/s41467-023-36360-z

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