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DOI: 10.1055/a-2547-6153
One-Pot Synthesis of Benzo[g]indazoles via Suzuki–Miyaura Coupling and Aldol Condensation Cascade Reaction
This research was supported by the Korea Research Institute of Chemical Technology (KRICT, KN2431-10) and the Bio & Medical Technology Development Program of the National Research Foundation (NRF) funded by the Korean government (MSIT) (NRF-RS-2023-00235550).
Abstract
A highly efficient one-pot synthesis of benzo[g]indazole derivatives has been achieved through a cascade Suzuki–Miyaura coupling and aldol condensation reaction. Using Pd(OAc)2 and S-Phos as the catalytic system, the reaction delivered excellent yields and showed broad tolerance for various substituents on 2-formylphenylboronic acids. Moreover, this method was successfully applied to the synthesis of benzo[g]indazole-5-carbonitrile and pyrazolo[4,3-h]quinoline-5-carbonitrile derivatives by altering the coupling partners. This versatile protocol offers a straightforward and effective method for synthesizing biologically significant heterocyclic compounds.
Key words
benzo[g]indazoles - Suzuki–Miyaura coupling - aldol condensation - one-pot reaction - 2-formylphenylboronic acids - pyrazolo[4,3-h]quinolineSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2547-6153.
- Supporting Information
Publikationsverlauf
Eingereicht: 06. Januar 2025
Angenommen nach Revision: 27. Februar 2025
Accepted Manuscript online:
27. Februar 2025
Artikel online veröffentlicht:
25. März 2025
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