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Visible-Light-Mediated Synthesis of 4H-benzo[1,4]thiazin-2-amines and 3,4-Dihydroquinoxalin-2-amines: An Efficient and Metal Free Route to C–S, C–N Bond Formation

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Abstract

An efficient and practical synthesis of benzothiazine by visible-light-mediated free radical reaction has been developed. This protocol provides a new, facile, eco-friendly strategy to construct benzothiazine and quinoxaline derivatives via formation of C–S and C–N bonds under metal-free condition. This synthesis has been performed under visible light illumination in aqueous ethanol at room temperature using aromatic aldehyde, o-aminothiophenol and isocyanide as reactants.

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Acknowledgements

The authors gratefully acknowledge SAIF, Punjab University Chandigarh for providing all the spectroscopic and analytical data. N. Yadav is grateful to CSIR, New Delhi for the award of Junior Research Fellowship, H. Sagir to UGC, New Delhi for the award of Senior Research Fellowship (SRF) and D. Ansari acknowledge UPCST for the financial support.

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Authors and Affiliations

  1. Department of Chemistry, University of Allahabad, Allahabad, India

    Neetu Yadav, Hozeyfa Sagir, Mohd. Danish Ansari & I. R. Siddiqui

  2. Laboratory of Green Synthesis, Department of Chemistry, University of Allahabad, Allahabad, 211002, India

    Neetu Yadav, Hozeyfa Sagir, Mohd. Danish Ansari & I. R. Siddiqui

Authors
  1. Neetu Yadav
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  2. Hozeyfa Sagir
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  3. Mohd. Danish Ansari
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  4. I. R. Siddiqui
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Correspondence to I. R. Siddiqui.

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Yadav, N., Sagir, H., Ansari, M.D. et al. Visible-Light-Mediated Synthesis of 4H-benzo[1,4]thiazin-2-amines and 3,4-Dihydroquinoxalin-2-amines: An Efficient and Metal Free Route to C–S, C–N Bond Formation. Catal Lett 148, 1676–1685 (2018). https://doi.org/10.1007/s10562-018-2388-2

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  • DOI: https://doi.org/10.1007/s10562-018-2388-2

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