4.5 Article

Regioselective Direct C2 Arylation of Indole, Benzothiophene and Benzofuran: Utilization of Reusable Pd NPs and NHC-Pd@MNPs Catalyst for C-H Activation Reaction

Journal

CATALYSIS LETTERS
Volume 151, Issue 5, Pages 1397-1405

Publisher

SPRINGER
DOI: 10.1007/s10562-020-03390-x

Keywords

Heterogeneous catalysis; C2 arylation; Pd NPs; NHC-Pd@MNPs; Catalyst recyclability

Funding

  1. SERB-DST, Government of India [SB/S2/RJN-042/2017, ECR/2017/002207]
  2. Jain University, India

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This study achieved regioselective C2 arylation of indoles, benzothiophene, and benzofuran without directing group using affordable Pd NPs and NHC-Pd@MNPs catalyst. The reusable catalyst efficiently produced C2 arylated heterocycles in good to excellent yield, with potential for gram-scale synthesis. The reaction mechanism was supported by control experiments and literature precedents.
A regioselective C2 arylation of indoles, benzothiophene and benzofuran without directing group has been accomplished using economically cheap Pd NPs and NHC-Pd@MNPs catalyst. The reusable catalyst is efficiently employed to access C2 arylated heterocycles in good to excellent yield. The reusability of the catalyst is studied up to five cycles and a gram-scale synthesis has been achieved. The reaction mechanism is well supported by control experiments and literature precedents. [GRAPHICS] .

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