Palladium-catalyzed successive C-H bond arylations and annulations toward the pi-extension of selenophene-containing aromatic skeletons

Xinzhe Shi; Shuxin Mao; Thierry Roisnel; Henri Doucet; Jean-François Soulé

Palladium-catalyzed successive C-H bond arylations and annulations toward the pi-extension of selenophene-containing aromatic skeletons

Xinzhe Shi ¹ Shuxin Mao ¹ Thierry Roisnel ¹ Henri Doucet ^{1, *} Jean-François Soulé ^{1, *}

* Corresponding author

1 ISCR - Institut des Sciences Chimiques de Rennes

Abstract : A modular approach for the synthesis of planar pi-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 the extension of the selenophene-containing aromatic skeleton at the [b]-, [c]- or [bd]-junctions to give phenanthro[b]selenophenes, phenanthro[c]selenophenes or diphenanthro[bd]selenophenes.

Document type :

Journal articles

Domain :

Chemical Sciences

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https://hal-univ-rennes1.archives-ouvertes.fr/hal-02278420
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Submitted on : Thursday, September 12, 2019 - 2:44:37 PM
Last modification on : Thursday, September 12, 2019 - 3:48:22 PM

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Palladium-catalyzed successive C-H bond arylations and annulations toward the pi-extension of selenophene-containing aromatic skeletons

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