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

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Abstract

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.

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Acknowledgements

Author thank to, SERB-DST, Government of India, for the financial support through the research Grant: File Nos. SB/S2/RJN-042/2017 and ECR/2017/002207. Author also thanks to Jain University, India, for financial support.

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Authors and Affiliations

  1. Centre for Nano and Material Sciences, JAIN (Deemed-to-be University), Jain Global Campus, Bangalore, Karnataka, 562112, India

    Rajeev V. Hegde, Arvind H. Jadhav, Siddappa A. Patil & Ramesh B. Dateer

  2. Institute of Chemistry, Academia Sinica, Nangang, Taipei, 11529, Taiwan, Republic of China

    Tiow-Gan Ong & Ram Ambre

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  1. Rajeev V. Hegde
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Correspondence to Ramesh B. Dateer.

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Hegde, R.V., Ong, TG., Ambre, R. et al. Regioselective Direct C2 Arylation of Indole, Benzothiophene and Benzofuran: Utilization of Reusable Pd NPs and NHC-Pd@MNPs Catalyst for C–H Activation Reaction. Catal Lett 151, 1397–1405 (2021). https://doi.org/10.1007/s10562-020-03390-x

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