Csp2-N Bond Formation via Ligand-Free Pd-Catalyzed Oxidative Coupling Reaction of N-Tosylhydrazones and Indole Derivatives

Abstract : In a fresh approach to the synthesis of N-vinylazoles, a ligand-free palladium catalytic system was found to promote the Csp2-N bond-forming reaction utilizing N-tosylhydrazones and N-H azoles. This process shows functional group tolerance, di-, tri- and tetrasubstituted N-vinylazoles were obtained in high yields. Under the optimized conditions, the reaction proceeds with high stereoselectivity depending on the nature of the coupling partners
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https://hal.archives-ouvertes.fr/hal-00849710
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Submitted on : Wednesday, July 31, 2013 - 4:27:11 PM
Last modification on : Wednesday, March 20, 2019 - 12:12:02 PM

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Maxime Roche, Gilles Frison, Jean-Daniel Brion, Olivier Provot, Abdallah Hamze, et al.. Csp2-N Bond Formation via Ligand-Free Pd-Catalyzed Oxidative Coupling Reaction of N-Tosylhydrazones and Indole Derivatives. Journal of Organic Chemistry, American Chemical Society, 2013, 78, pp.8485-8495. ⟨10.1021/jo401217x⟩. ⟨hal-00849710⟩

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