4.7 Article

Synthesis of 2,3-Disubstituted Indoles and Benzofurans by the Tandem Reaction of Rhodium(II)-Catalyzed Intramolecular C-H Insertion and Oxygen-Mediated Oxidation

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 21, Pages 10180-10192

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b00611

Keywords

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Funding

  1. National Science Foundation of China [21372016, 21402002, 21572009]
  2. Guangdong Natural Science Foundation [2014A030312004]
  3. NSFC-Shandong Joint Fund for Marine Science Research Centers [U1406402]
  4. Shenzhen Basic Research Program [ZDSYS20140509094114168, JSGG20140717102922014, JCYJ20150629144231017]
  5. Shenzhen Municipal Development and Reform Commission (Disciplinary Development Program for Chemical Biology)

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A highly effective and straightforward method to construct a wide range of functionalized 2,3-disubstituted indoles has been developed. The method involves the tandem reaction of rhodium(II)-catalyzed denitrogenative annulation of triazole-based benzyl anilines and oxygen-mediated oxidative aromatization. The developed method can also be used to synthesize 2,3-disubstituted benzofurans by replacing the benzyl anilines with benzyl phenols.

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