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

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.

SUBMITTER: Liu T

PROVIDER: S-EPMC9911738 | biostudies-literature | 2023 Feb

REPOSITORIES: biostudies-literature

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

Liu Tianwei T Yang Mo M He Jianghua J Li Shuhua S Zhang Yuetao Y

Nature communications 20230209 1

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 ...[more]

PMID: 36759604

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