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Palladium-Catalyzed Successive C–H Bond Arylations and Annulations toward the π-Extension of Selenophene-Containing Aromatic Skeletons

Abstract

A modular approach for the synthesis of planar π-extended selenium containing molecules from selenophene has been developed. Different combinations of Pd-catalyzed desulfitative C–H bond arylations with (2-bromo)arylsulfonyl chlorides and Pd-catalyzed intra- or/and inter-molecular C–H bond arylations with aryl bromides allowed to extend the selenophene-containing aromatic skeleton at the [b]-, [c]- or [b:d]-junctions to deliver phenanthro[b]selenophenes, phenanthro[c]selenophenes or diphenanthro[b:d]selenophenes. Significant variations of both coupling partners are possible

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Publication details

The article was received on 07 Feb 2019, accepted on 15 May 2019 and first published on 16 May 2019


Article type: Research Article
DOI: 10.1039/C9QO00218A
Org. Chem. Front., 2019, Accepted Manuscript

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    Palladium-Catalyzed Successive C–H Bond Arylations and Annulations toward the π-Extension of Selenophene-Containing Aromatic Skeletons

    X. Shi, S. Mao, T. Roisnel, H. Doucet and J. Soule, Org. Chem. Front., 2019, Accepted Manuscript , DOI: 10.1039/C9QO00218A

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