4.8 Article

One-Pot Assembly of 3-Hydroxycarbazoles via Uninterrupted Propargylation/Hydroxylative Benzannulation Reactions

Journal

ORGANIC LETTERS
Volume 22, Issue 2, Pages 689-693

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b04472

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Funding

  1. Council of Scientific and Industrial Research (CSIR), New Delhi
  2. University of Grants Commission (UGC), New Delhi [IICT/Pubs./2019/424]

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A novel strategy for the synthesis of 3-hydroxycarbazoles involving the consecutive propargylation/palladium-catalyzed hydroxylative benzannulation of indole-2-carbonyls with propargylic alcohols has been exploited. This one-pot procedure leads to a wide range of substituted 3-hydroxycarbazoles in high yield with a broad substrate scope. The method was further extended to access furano-carbazole derivatives from dialkynols via tandem annulations.

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