Organic Communications

Year: 2017  Volume: 10   Issue: 4



An intermolecular Diels-Alder cycloaddition under various condition between 1,3-cyclohexadiene and 7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate

Özgür Yılmaz and Nermin Şimşek Kuş

Department of Chemistry, Faculty of Arts and Sciences, Mersin University, 33343, Mersin, Türkiye

Abstract: The reaction between 1,3-cyclohexadiene and dimethyl 7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate both without a catalyst and with different catalysts, in both atmospheric and at high pressure, over 20 days were studied. At the end of the reactions, different products (retro Diels-Alder addition product 5 and Diels-Alder addition product 6 ) were obtained in different yields. When we look at the percentage of the addition product, it is observed that the yield of reaction at high pressure in water is the highest. All structures of these products were characterized by 1H-NMR, 13C-NMR, MS, and IR spectroscopy.

Keywords: Green chemistry,Diels-Alder reactions, catalyst, tetracyclicmolecule.©2017 ACG Publications. All rights reserved.