Reaction of 2-aminothiophenol with 2,5-dihydro-2,5-dimethoxyfuran : a facile route to a new dihydrobenzothiazine derivative

Authors

  • Amani Jaafar Laboratory for Medicinal Chemistry and Natural Products, Lebanese University, Faculty of Sciences (1) and PRASE-EDST, Hadath, Beyrouth, Lebanon.
  • Ali Khalaf Laboratory for Medicinal Chemistry and Natural Products, Lebanese University, Faculty of Sciences (1) and PRASE-EDST, Hadath, Beyrouth, Lebanon.
  • Farès Farès Laboratory for Medicinal Chemistry and Natural Products, Lebanese University, Faculty of Sciences (1) and PRASE-EDST, Hadath, Beyrouth, Lebanon.
  • Danielle Grée Université de Rennes 1, Institut des Sciences Chimiques de Rennes, CNRS UMR 6226, Avenue du Général Leclerc, 35042 Rennes Cedex, France.
  • Hassan Abdallah Laboratory for Medicinal Chemistry and Natural Products, Lebanese University, Faculty of Sciences (1) and PRASE-EDST, Hadath, Beyrouth, Lebanon.
  • Thierry Roisne Université de Rennes 1, Institut des Sciences Chimiques de Rennes, CNRS UMR 6226, Avenue du Général Leclerc, 35042 Rennes Cedex, France.
  • René Grée Université de Rennes 1, Institut des Sciences Chimiques de Rennes, CNRS UMR 6226, Avenue du Général Leclerc, 35042 Rennes Cedex, France.
  • Ali Hachem Laboratory for Medicinal Chemistry and Natural Products, Lebanese University, Faculty of Sciences (1) and PRASE-EDST, Hadath, Beyrouth, Lebanon.

DOI:

https://doi.org/10.13171/mjc.3.2.2014.20.04.10

Abstract

As part of our studies focused on the design and synthesis of biologically active molecules, polyheterocyclic compound 3 was prepared in one step from commercially available 2-aminothiophenol 1 and 2,5-dihydro-2,5-dimethoxyfuran 2. Derivative  3 underwent a further isomerization to compound 4 in a reaction promoted by traces of HCl in chloroform.

References

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Published

2014-04-20

Issue

Section

Organic Chemistry