GROUP-ASSISTED PURIFICATION CHEMISTRY PRINCIPLES TO ACCESS HIGHLY SUBSTITUTED ZWITTERIONIC FURANS <i>via</i> FAST, CONCISE, AND EFFICIENT ONE-POT THREE-COMPONENT ASSEMBLY

Authors

  • Abdolali Alizadeh Department of Chemistry, Tarbiat Modares University, P. O. Box 14115-175, Tehran, Iran
  • Reza Rezaiyehraad Department of Chemistry, Tarbiat Modares University, P. O. Box 14115-175, Tehran, Iran

DOI:

https://doi.org/10.1007/5918

Keywords:

3-cyanochromones, dialkyl acetylenedicarboxylate, triphenylphosphine, zwitterionic furans, one-pot reaction, three-component reaction.

Abstract

Novel highly substituted zwitterionic furans were generated through the in situ formation of phosphonium salts. Firstly, intermediate salts were obtained via nucleophilic attack of Huisgen zwitterion to 3-cyanochromones. Finally, these intermediate salts underwent a proton migration, intramolecular cyclization, and ring-opening reaction to convert to the target products. The synthesized furans could be easily purified without traditional purification techniques (chromatography and recrystallization).

Author Biography

Abdolali Alizadeh, Department of Chemistry, Tarbiat Modares University, P. O. Box 14115-175, Tehran, Iran

Chemistry

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Published

2021-03-15

Issue

Vol. 57 No. 3 (2021)

Section

Original Papers