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A Peerless Aproach: Organophotoredox/Cu(I) Catalyzed, Regioselective, Visible Light Facilitated, Click Synthesis of 1,2,3-Triazoles via Azide–Alkyne [3 + 2] Cycloaddition

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Abstract

A visible light initiated, mild, one pot, multicomponent copper catalyzed azide alkyne [3 + 2] cycloaddition in the presence of organo photoredox catalyst Eosin Y using EtOH:H2O as reaction medium for the synthesis of substituted 1,2,3-triazoles is reported. A facile regioselective ring opening of epoxides followed by 1, 3 dipolar cycloaddition with alkynes under CFL (Compact fluorescent light) irradiation as a source of visible light resulting in the formation of C–N bonds, is the characteristic feature of the present strategy. Scope of the present protocol is further extended by using benzyl chloride in place of epoxide.

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Acknowledgements

We sincerely thank SAIF, Punjab University, Chandigarh, for providing micro-analyses and spectra. The author A. Mishra and P. Rai are thankful to UGC, New Delhi for the award of Junior Research Fellowship (JRF) and Senior Research Fellowship (SRF), respectively.

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Authors and Affiliations

  1. Environmentally Benign Synthesis Lab, Department of Chemistry, University of Allahabad, Allahabad, 211002, India

    Anu Mishra, Pratibha Rai, Madhulika Srivastava, Bhartendu Pati Tripathi, Snehlata Yadav & Jagdamba Singh

  2. Department of Chemistry, LRPG College, Sahibabad, Uttar Pradesh, India

    Jaya Singh

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  1. Anu Mishra
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  2. Pratibha Rai
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  3. Madhulika Srivastava
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  7. Jagdamba Singh
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Correspondence to Jagdamba Singh.

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Mishra, A., Rai, P., Srivastava, M. et al. A Peerless Aproach: Organophotoredox/Cu(I) Catalyzed, Regioselective, Visible Light Facilitated, Click Synthesis of 1,2,3-Triazoles via Azide–Alkyne [3 + 2] Cycloaddition. Catal Lett 147, 2600–2611 (2017). https://doi.org/10.1007/s10562-017-2156-8

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