4.6 Article

Unprecedented Access to β-Arylated Selenophenes through Palladium- Catalysed Direct Arylation

期刊

CHEMISTRY-A EUROPEAN JOURNAL
卷 23, 期 12, 页码 2788-2791

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201700202

关键词

benzenesulfonyl chlorides; C H functionalization; homogeneous catalysis; palladium; selenophenes

资金

  1. CNRS
  2. Rennes Metropole and Scientific Ministry of Higher Education and Research of Tunisia

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Several reported methods allow access to alpha-arylated selenophenes, whereas the synthesis of beta-arylated selenophenes remains very challenging. Here, the Pd-catalysed coupling of benzenesulfonyl chlorides with selenophenes affording regiospecific beta-arylated selenophenes is reported. The reaction proceeds with easily accessible catalyst, base and substrates, and tolerates a variety of substituents both on the benzene and selenophene moieties. This transformation allows the programmed synthesis of polyarylated selenophenes with potential applications in pharmaceutical and materials chemistry, as the installation of aryl groups at the desired positions can be achieved.

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