4.8 Article

Palladium-Catalyzed Tandem Regioselective Oxidative Coupling from Indoles and Maleimides: One-Pot Synthesis of Indolopyrrolocarbazoles and Related Indolylmaleimides

Journal

ORGANIC LETTERS
Volume 18, Issue 2, Pages 152-155

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b02944

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Funding

  1. Shanghai Manucipical Natural Science Foundation [15ZR1401400]
  2. Open Funds from the State Key Laboratory of Bioorganic & Natural Products Chemistry
  3. Donghua University [CUSFDH-D-2015048]

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An efficient Pd(II)-catalyzed approach for the direct synthesis of indolo[3,2-a]pyrrolo[3,4-c]carbazole-6,8-diones has been developed from both free and protected (NH) indoles and maleimides via a regioselective tandem oxidative coupling reaction. The yields are moderate to excellent. In addition, 2-substituted indoles are suitable substrates in this protocol, leading to the formation of indolylmaleimides. The present methodology provides a concise route to highly functionalized indolopyrrolocarbazole derivatives.

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