Hf(OTf)4‑Catalyzed 1,6-Conjugate Addition of 2‑Alkyl-azaarenes to para-Quinone Methides

Herein we reported a Hf­(OTf)4-catalyzed carbon–carbon bond formation reaction between 2-alkyl-azaarenes and para-quinone methides (p-QMs). This 1,6-conjugate addition protocol offered rapid access to a large array of triarylethane products in good yields. The catalyst loading could be reduced to 1...

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Veröffentlicht in:Journal of organic chemistry 2021-02, Vol.86 (4), p.3615-3624
Hauptverfasser: Liu, Xinyuan, Liu, Binbin, Shi, Zhan, Tan, Chen, Fan, Rong, Li, Zhi, Tan, Jiajing
Format: Artikel
Sprache:eng
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Zusammenfassung:Herein we reported a Hf­(OTf)4-catalyzed carbon–carbon bond formation reaction between 2-alkyl-azaarenes and para-quinone methides (p-QMs). This 1,6-conjugate addition protocol offered rapid access to a large array of triarylethane products in good yields. The catalyst loading could be reduced to 1 mol %. Studies pertinent to scale-up reaction and product derivatization were also presented.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.0c02982