The synthesis of functionalized pyranophenalenones |
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Authors: | Mohammad B. Teimouri Reihaneh Bazhrang |
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Affiliation: | (1) Petrochemical Department, Iran Polymer and Petrochemical Institute, P.O. Box 14965-115, Tehran, Iran;(2) Department of Chemistry, Payame Noor University of Abhar, Abhar, Zanjan, Iran |
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Abstract: | 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. Graphical abstract |
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Keywords: | Alkynes Heterocycles Isocyanide Multicomponent reactions Zwitterions |
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