Michael addition of active methylene compounds to (Z)-2-arylidenebenzo[b]thiophen-3(2H)-ones

Authors

  • Mohamed Bakhouch Laboratoire de Chimie Organique, Faculté des Sciences Dhar EL Mahraz, Université Sidi Mohamed. Ben Abdellah, BP: 1796, 30000 Fès, Morocco
  • Ghali Al Houari Laboratoire de Chimie Organique, Faculté des Sciences Dhar EL Mahraz, Université Sidi Mohamed Ben Abdellah, BP: 1796, 30000 Fès, Morocco
  • Maria Daoudi Laboratoire de Chimie Organique, Faculté des Sciences Dhar EL Mahraz, Université Sidi Mohamed Ben Abdellah, BP: 1796, 30000 Fès, Morocco
  • Abdelali Kerbal Laboratoire de Chimie Organique, Faculté des Sciences Dhar EL Mahraz, Université Sidi Mohamed Ben Abdellah, BP: 1796, 30000 Fès, Morocco
  • Mohamed El yazidi Laboratoire de Chimie Organique, Faculté des Sciences Dhar EL Mahraz, Université Sidi Mohamed Ben Abdellah, BP: 1796, 30000 Fès, Morocco

DOI:

https://doi.org/10.13171/mjc.4.1.2015.16.02.09.20/elyazidi

Abstract

A series of 2-amino-4-aryl-4H-1-benzothieno[3,2-b]pyran-3-carboxylates and 2-amino-4-aryl-3-cyano-4H-1-benzothieno[3,2-b]pyrans has been synthesized through Michael addition of (Z)-2-arylidenebenzo[b]thiophen-3(2H)-ones with active methylene compounds, such as ethyl cyanoacetate and malononitrile.  The reaction was carried out in ethanol, in the presence of piperidine as a basic catalyst.  The structures of the prepared compounds were determined by spectroscopic methods:  1H-NMR, 13C-NMR and confirmed by single crystal X-Ray diffraction.

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Published

2015-02-16

Issue

Vol. 4 No. 1 (2015)

Section

Organic Chemistry

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