4.8 Article

Synthesis of Functionalized 1H-Indenes via Copper-Catalyzed Arylative Cyclization of Arylalkynes with Aromatic Sulfonyl Chlorides

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 133, Issue 44, Pages 17638-17640

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja209300c

Keywords

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Funding

  1. MEXT (KAKENHI Specially Promoted Research) [22000008, 23750100]
  2. Global COE Program for Chemistry Innovation
  3. Japan Society for the Promotion of Science [P10033]
  4. Grants-in-Aid for Scientific Research [22000008, 10F00033, 23750100] Funding Source: KAKEN

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A variety of polysubstituted 1H-indenes can be prepared through the copper-catalyzed arylative cyclization of simple arylalkynes with commercially available aromatic sulfonyl chlorides that function as an aryl group donor. The reaction tolerates a broad range of. functional groups, including bromide and iodide, nitrile, ketone, and nitro groups. The reaction allowed the synthesis. of poly-cyclic aromatic hydrocarbons, such; as a bis(indene), indacene, and fused polyarene derivatives, some of them showing strong fluorescence in solution and the solid state.

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