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Cu/Pd-catalyzed C-2-H arylation of quinazolin-4(3H)-ones with (hetero)aryl halides

Abstract : The regiospecific C‐2–H arylation of N‐3‐substituted quinazolin‐4(3H)‐ones with a wide range of aryl or (hetero)aryl halides under microwave irradiation was studied. A ligand‐dependent palladium/copper bicatalytic system was developed and allowed direct cross‐coupling with a variety of (hetero)aryl halides. This useful and scalable procedure promotes the construction of C(sp2)–C(sp2) bonds from arenes or (hetero)arenes and aryl or (hetero)aryl bromides and chlorides in a time‐efficient strategy. The extension of the reaction to various N‐3‐substituted quinazolin‐4(3H)‐ones with iodobenzene as well as the scope and limitations of the method were also investigated.
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https://hal-normandie-univ.archives-ouvertes.fr/hal-02046152
Contributor : Madeleine Roux-Merlin <>
Submitted on : Friday, February 22, 2019 - 3:32:10 PM
Last modification on : Thursday, July 2, 2020 - 3:29:28 AM

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Julien Godeau, Marine Harari, Sylvain Laclef, Emmanuel Deau, Corinne Fruit, et al.. Cu/Pd-catalyzed C-2-H arylation of quinazolin-4(3H)-ones with (hetero)aryl halides. European Journal of Organic Chemistry, Wiley-VCH Verlag, 2015, 2015 (35), pp.7705-7717. ⟨10.1002/ejoc.201501129⟩. ⟨hal-02046152⟩

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