Improved Solvent‐Free Synthesis and Structure Elucidation of (E)‐ and (Z)‐4‐(Arylmethylene)‐3‐isochromanones
作者： Tamás Lóránd , Péter Forgó , András Földesi , Erzsébet Ôsz , László Prókai
DOI: 10.1002/1099-0690(200209)2002:17<2996::AID-EJOC2996>3.0.CO;2-G
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摘要: A series of new 4-(arylmethylene)-3-isochromanones 1−17 has been prepared by base-catalyzed Knoevenagel condensations. Stereochemical and conformational analyses were performed 1H 13C NMR methods, X-ray crystallography was used to complement the configurational assignment for a representative product. The reaction generally yields (E) isomer, but isomeric composition products influenced aromatic aldehyde usually governed stability products. Several aldehydes exclusively afforded (Z) due intramolecular steric/electronic interactions reflected in increased condensation with ortho-hydroxyarenecarbaldehydes furnished unexpected 3-arylcoumarins or 3-arylbenzocoumarins. (© Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)
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