4.7 Article

Metal- and Solvent-Free Synthesis ofTetrahydrobenzo[c]carbazolones through NaI-Catalyzed Formal [4+2] Annulation

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 87, Issue 9, Pages 6052-6063

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.2c00315

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Funding

  1. National Natural Science Foundation of China [21871226, 21572194]
  2. Hunan Provincial Natural Science Foundation of China [2020JJ5531]
  3. Open Research Fund of School of Chemistry and Chemical Engineering, Henan Normal University [2022C02]
  4. Science and Technology Innovation Program of Hunan Province [2020RC1009]
  5. The Undergraduate Investigated Study and Innovated Experiment Plan from the Ministry of Education of China

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A novel strategy for the preparation of functional carbazoles has been developed using a catalytic reaction. The method utilizes easily available raw materials and achieves high yields under metal- and solvent-free conditions.
A novel strategy for the preparation of functionalcarbazoles through NaI-catalyzed formal [4 + 2] annulation of 2-(indol-3-yl)cyclohexanones and alkynes/alkenes has been devel-oped. The present approach started from easily available rawmaterials and provided a variety of tetrahydrobenzo[c]carbazolonesin satisfactory yields under metal- and solvent-free conditions.Furthermore, the products could be further transformed intostructurally valuable carbazole-based conjugated derivatives

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