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Green protocol for conjugate addition of amines to p-quinones accelerated by water

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Abstract

Amines undergo smooth conjugate addition to p-quinones in H2O at ambient temperature in the absence of a catalyst to produce 2-aminoquinones in excellent yields. Significant rate acceleration of this reaction is observed in H2O compared to organic solvents. H2O played a dual role in simultaneously activating the p-quinone and amine. This new methodology constitutes an easy, highly efficient, and green synthesis of substituted p-quinones.

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Authors and Affiliations

  1. Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad, India

    Jhillu S. Yadav, Basi V. Subba Reddy, Tallapally Swamy & Kattela Shiva Shankar

Authors
  1. Jhillu S. Yadav
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  2. Basi V. Subba Reddy
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  3. Tallapally Swamy
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  4. Kattela Shiva Shankar
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Corresponding author

Correspondence to Jhillu S. Yadav.

Additional information

Correspondence: J. S. Yadav, Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad 500007, India.

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Yadav, J., Reddy, B., Swamy, T. et al. Green protocol for conjugate addition of amines to p-quinones accelerated by water. Monatsh Chem 139, 1317–1320 (2008). https://doi.org/10.1007/s00706-008-0917-1

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  • DOI: https://doi.org/10.1007/s00706-008-0917-1

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