Tetrahydroquinazoline-substituted chromones from Diels-Alder reaction of (E)-2-styrylchromones and pyrimidine ortho-quinodimethane

TETRAHEDRON LETTERS

卷:53

Article

Patoilo, Diana T.^1,3  Silva, Artur M. S.^1,3  Pinto, Diana C. G. A.^1,3  Santos, Clementina M. M.²  Tome, Augusto C.^1,3  Cavaleiro, Jose A. S.^1,3 

[1] Univ Aveiro, Dept Chem, P-3810193 Aveiro, Portugal

[2] Sch Agr, Polytech Inst Braganca, Dept Vegetal Prod & Technol, P-5301855 Braganca, Portugal

[3] Univ Aveiro, QOPNA, P-3810193 Aveiro, Portugal

关键词: Tetrahydroquinazolines;    Cycloadditions;    2-Styrylchromones;    Pyrimidine ortho-quinodimethane;    NMR;   

DOI  :  10.1016/j.tetlet.2012.03.081

来源: Elsevier

【 摘 要 】

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-ary1-4-methoxy-2-methy1-5,6,7,8-tetrahydroquinazolin-6-yl)chromone derivatives are always the major isomers. (C) 2012 Elsevier Ltd. All rights reserved.

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