Palladium-Catalyzed Arylation of C(sp2)–H Bonds and C(sp3)–H Bonds with 4‑Amino-benzotriazole as the Bidentate Directing Group
The arylation of C(sp2)–H and C(sp3)–H bonds in carboxylic acids catalyzed by Pd(II) with 4-aminobentriazole as the directing group was investigated. In addition to activation of the C(sp2)–H bond, selective arylation of alkyl carboxylic acids and amino acids in the β position can also be achiev...
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Veröffentlicht in: | Journal of organic chemistry 2024-05, Vol.89 (10), p.6966-6973 |
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Hauptverfasser: | , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | The arylation of C(sp2)–H and C(sp3)–H bonds in carboxylic acids catalyzed by Pd(II) with 4-aminobentriazole as the directing group was investigated. In addition to activation of the C(sp2)–H bond, selective arylation of alkyl carboxylic acids and amino acids in the β position can also be achieved. This strategy involved a 5,5-bicyclic Pd intermediate complex whose structure was determined by X-ray single crystal diffraction analysis. Importantly, the DG (directing group) can be easily removed under mild conditions. |
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ISSN: | 0022-3263 1520-6904 |
DOI: | 10.1021/acs.joc.4c00329 |