4.8 Article

Ruthenium Catalyzed Directing Group-Free C2-Selective Carbenoid Functionalization of Indoles by α-Aryldiazoesters

Journal

ORGANIC LETTERS
Volume 12, Issue 3, Pages 604-607

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol9028226

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Funding

  1. Hong Kong Research Grants Council [PolyU 5019/06P, SEG_PolyU01]
  2. Areas of Excellence Scheme [AoE/P-10-01]

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A directing group-free approach for C2-selective carbenoid functionalization of NH-indoles is presented. Using [RuCl2(p-cymene)](2) as catalyst and alpha-aryldiazoesters as carbenoid source, 2-alkylated indoles were obtained in up to 96% isolated yield. Similarly, a regioselective carbenoid functionalization of NH-pyrroles was also achieved.

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