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The synthesis of functionalized pyranophenalenones

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Abstract

Protonation of the highly reactive 1:1 intermediate produced in the reaction between alkyl or aryl isocyanides and electron-deficient acetylenic esters with 3-hydroxy-1H-phenalene-1-one leads to a vinylisonitrilium cation, which undergoes an addition reaction with the conjugate base of the 3-hydroxy-1H-phenalene-1-one to produce biologically interesting dialkyl 10-(alkyl or arylamino)-7-oxo-7H,8H-naphtho[1,8-gh]chromene-8,9-dicarboxylates in moderate to fairly good yields at room temperature.

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Acknowledgments

We would like to thank the Iran Polymer and Petrochemical Institute (IPPI) Research Council for the financial support.

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Authors and Affiliations

  1. Petrochemical Department, Iran Polymer and Petrochemical Institute, P.O. Box 14965-115, Tehran, Iran

    Mohammad B. Teimouri

  2. Department of Chemistry, Payame Noor University of Abhar, Abhar, Zanjan, Iran

    Reihaneh Bazhrang

Authors
  1. Mohammad B. Teimouri
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  2. Reihaneh Bazhrang
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Correspondence to Mohammad B. Teimouri.

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Teimouri, M.B., Bazhrang, R. The synthesis of functionalized pyranophenalenones. Monatsh Chem 140, 513–517 (2009). https://doi.org/10.1007/s00706-008-0082-6

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  • DOI: https://doi.org/10.1007/s00706-008-0082-6

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