4.8 Article

Bismuth Triflate-Catalyzed Vinylogous Nucleophilic 1,6-Conjugate Addition of para-Quinone Methides with 3-Propenyl-2-silyloxyindoles

Journal

ORGANIC LETTERS
Volume 19, Issue 24, Pages 6708-6711

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b03433

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Funding

  1. NNSFC [21390400, 21421062]
  2. Nankai University

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A highly diastereoselective vinylogous nucleophilic 1,6-conjugate addition reaction of para-quinone methides with 3-propenyl-2-silyloxyindoles by a bismuth triflate catalyst has been developed. A number of diphenylmethane type compounds functionalized with oxindole motifs was obtained with excellent yields (up to 99%) and very good diastereoselectivities (up to Z/E > 99:1).

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