4.7 Article

Catalytic enantioselective synthesis of quaternary 3,3′-indolyloxindoles by combination of Rh(II) complexes and chiral phosphines

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 2, Issue 8, Pages 956-960

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5qo00151j

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Funding

  1. NSFC [21232007]
  2. Ministry of Education

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Rh(II)/chiral phosphine combined catalysis has been developed for a highly efficient sequential C-H functionalization/asymmetric allylation or Michael addition reaction of indoles and 3-diazooxindoles with allenoates or vinyl ketones to afford a diverse range of quaternary 3,3'-indolyloxindole derivatives. Moreover, a significantly positive effect of LiCl in the sequential C-H functionalization/allylation reaction was observed, which led to an unusual ternary activation mechanism in the allylation step.

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