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DOI: 10.1055/a-2038-2323
Late-Stage Two-Step C11–H Arylation of Dibenzooxa/thiazepines
This work was financially supported by the Beijing Natural Science Foundation (no. 2202041 to Z.Y.) and the Fundamental Research Funds for the Central Universities (no. XK1802-6 to Z.Y. and J.X.; no. 12060093063 to Z.Y.).
Abstract
A practical and efficient synthesis of 11-aryldibenzooxa/thiazepines is achieved, via a late-stage and two-step C11–H arylation of simple dibenzooxa/thiazepines. The adoption of Grignard addition and DDQ dehydrogenation allows for operationally simple and chemically reliable, step-efficient, and high-yielding transformations. The two-step and one-pot procedures provide excellent yields. The gram-scale experiment demonstrates the promising synthetic potentials in large-scale applications, and the advantages of this method are also highlighted in the efficient synthesis of an H460TaxR inhibitor.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2038-2323.
- Supporting Information
Publication History
Received: 23 January 2023
Accepted after revision: 17 February 2023
Accepted Manuscript online:
17 February 2023
Article published online:
12 April 2023
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