4.8 Article

Palladium-Catalyzed Regioselective Synthesis of 3-Arylindoles from N-Ts-Anilines and Styrenes

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 23, Pages 6636-6640

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201702205

Keywords

C-H activation; homogeneous catalysis; indoles; palladium; regioselectivity

Funding

  1. National Research Foundation of Korea (NRF) - Korea government (MSIP) [2012M3A7B4049644, 2015R1A2A2A01002559, 2014-011165]
  2. National Research Foundation of Korea [2012M3A7B4049644, 2015R1A2A2A01002559] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)

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A Pd-catalyzed intermolecular oxidative annulation between N-Ts-anilines and styrenes was developed. This method offers a straightforward and robust approach to a wide range of 3-arylindoles using readily available starting materials with good functional-group tolerance and high regioselectivity and efficiency. Further elaboration of the products obtained from this process provided access to highly functionalized and structurally diverse indoles, for example, 3-(indol-3-yl)carbazoles, 1,9-dihydropyrrolo-[2,3-b]carbazoles, and 3'-aryl-3,5'-biindoles.

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