Tetrahydroquinazoline-substituted chromones from Diels–Alder reaction of (E)-2-styrylchromones and pyrimidine ortho-quinodimethane |
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| Authors: | Diana T Patoilo Artur MS Silva Diana CGA Pinto Clementina MM Santos Augusto C Tomé José AS Cavaleiro |
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| Institution: | 1. Department of Chemistry & QOPNA, University of Aveiro, 3810-193 Aveiro, Portugal;2. Department of Vegetal Production and Technology, Polytechnic Institute of Bragança, School of Agriculture, 5301-855 Bragança, Portugal |
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| Abstract: | The Diels–Alder reaction of (E)-2-styrylchromones with a pyrimidine ortho-quinodimethane is reported for the first time. These cycloaddition reactions afford mixtures of two regioisomeric tetrahydroquinazoline-substituted chromones in moderate to excellent global yields. Irrespective of the substituents on the 2-styrylchromones, the 2-(7-aryl-4-methoxy-2-methyl-5,6,7,8-tetrahydroquinazolin-6-yl)chromone derivatives are always the major isomers. |
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