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

Literature Information

Publication Date 2019-05-16
DOI 10.1039/C9QO00218A
Impact Factor 5.281
Authors

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


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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 the extension of the selenophene-containing aromatic skeleton at the [b]-, [c]- or [b:d]-junctions to give phenanthro[b]selenophenes, phenanthro[c]selenophenes or diphenanthro[b:d]selenophenes.

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Organic Chemistry Frontiers

Organic Chemistry Frontiers
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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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