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BINOL accelerated Ru(II)-catalyzed regioselective C-H functionalization of arenes with disulfides and diselenides

Journal of Chemical Sciences volume 131, Article number: 115 (2019) Cite this article

Abstract

A BINOL accelerated Ru-catalyzed ortho-selective C-H coupling of arenes tethered to 7-azaindoles is described with disulfides and diselenides under air. The thioether can be readily oxidized to sulfoxide and sulfone. The use of less expensive Ru-catalysis, substrate scope and scale-up are the important practical features.

Graphical Abstract

Ru-catalyzed ortho-selective C-H coupling of arenes tethered to 7-azaindoles with disulfides and diselenides has been accomplished under air. The use of less expensive Ru-catalysis, substrate scope and scale up are the important practical features.

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References

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Acknowledgement

We thank the Science and Engineering Research Board (CRG-2018-000406) for the generous financial support. We also thank Central Instrumental Facility, Indian Institute of Technology Guwahati for NMR and DST-FIST for HRMS analyses.

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  1. Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati, 781 039, Assam, India

    RAGHUNATH BAG, TANUMAY SARKAR, SUNDARAVEL VIVEK KUMAR, KANGKAN TALUKDAR & THARMALINGAM PUNNIYAMURTHY

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  1. RAGHUNATH BAG
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  2. TANUMAY SARKAR
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BAG, R., SARKAR, T., KUMAR, S.V. et al. BINOL accelerated Ru(II)-catalyzed regioselective C-H functionalization of arenes with disulfides and diselenides. J Chem Sci 131, 115 (2019). https://doi.org/10.1007/s12039-019-1709-3

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Keywords

  • Arenes
  • C-H functionalization
  • regioselective
  • Ru-catalysis
  • chalcogen