Access to Valuable Chalcogen-Containing Biaryl Derivatives via Regioselective 2,2′-Dichalcogenation of 2‑Bromobiaryls

The regioselective installation of chalcogen atoms into biaryl scaffolds is an important synthetic task due to the great value of chalcogen-containing biaryl derivatives in many fields. Here we undertake this task by developing a regioselective 2,2′-dichalcogenation of 2-bromobiaryls with common cha...

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Bibliographic Details
Published in:Organic letters 2024-08, Vol.26 (31), p.6748-6753
Main Authors: Bai, Yike, Ouyang, Feng, Chen, Rong, Jiang, Xihan, Liang, Zhuoming, Yu, Wenhua, Yu, Guipeng, Chen, Yi-Hung, Wei, Baosheng
Format: Article
Language:English
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Summary:The regioselective installation of chalcogen atoms into biaryl scaffolds is an important synthetic task due to the great value of chalcogen-containing biaryl derivatives in many fields. Here we undertake this task by developing a regioselective 2,2′-dichalcogenation of 2-bromobiaryls with common chalcogen sources using an organolanthanum-mediated one-pot, two-step protocol. This strategy features high regioselectivity, readily available substrates, transition-metal-free conditions, and performance superior to those of previous methods, thereby demonstrating the unique advantages of organolanthanum reagents in organic synthesis.
ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/acs.orglett.4c02456