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Palladium-catalyzed direct C–H nitration and intramolecular C–H functionalization for the synthesis of 3-nitro-1-(phenylsulfonyl)-1H-indazole derivatives

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Abstract

Described herein is a palladium-catalyzed double C(sp2)–H bond functionalization triggered by a sequential nitration/cyclization process to afford indazoles under mild reaction conditions. This transformation is achieved through chelate-assisted cleavage of two C–H bonds, and includes nitration of a sulfonyl hydrazide and intramolecular C–N bond formation.

Graphical abstract: Palladium-catalyzed direct C–H nitration and intramolecular C–H functionalization for the synthesis of 3-nitro-1-(phenylsulfonyl)-1H-indazole derivatives

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Publication details

The article was received on 13 Mar 2019, accepted on 27 Mar 2019 and first published on 28 Mar 2019


Article type: Research Article
DOI: 10.1039/C9QO00367C
Citation: Org. Chem. Front., 2019, Advance Article

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    Palladium-catalyzed direct C–H nitration and intramolecular C–H functionalization for the synthesis of 3-nitro-1-(phenylsulfonyl)-1H-indazole derivatives

    G. Wang, J. Sun, K. Wang, J. Han, H. Li, G. Duan, G. You, F. Li and C. Xia, Org. Chem. Front., 2019, Advance Article , DOI: 10.1039/C9QO00367C

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