4.8 Article

Radical Cyclizations for the Synthesis of Pyrroloindoles: Progress toward the Flinderoles

Journal

ORGANIC LETTERS
Volume 18, Issue 9, Pages 2142-2145

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b00768

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Funding

  1. Natural Sciences and Engineering Research Council of Canada

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Under the influence of Lewis acid catalysis, donor/acceptor cyclopropanes underwent nucleophilic ring opening by indolines. The resulting N-alkyl indolines bearing a pendant malonyl moiety oxidatively cyclized to 1,2-pyrroloindoles. This method was showcased by the preparation of the skeletal structure of the flinderoles.

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