Efficient synthesis of (3E)-3-(amino(aryl)methylidene)chromane-2,4-diones (=(3E)-3-(amino(aryl)methylene)-2H-1-benzopyran-2,4(3H)-diones) via a three-component reaction
The Michael-type addition of a 4-hydroxycoumarin (=4-hydroxy-2H-1-benzopyran-2-one) 1 to a β-nitrostyrene (=(2-nitroethenyl)benzene) 2 in the presence of AcONH4 leads to substituted (3E)-3-[amino(aryl)methylidene]chroman-2,4-diones (=(3E)-3-[amino(aryl)methylene]-2H-1-benzopyran-2,4(3H)-diones) 4 (T...
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| Hauptverfasser: | , , , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
16 August 2011
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| In: |
Helvetica chimica acta
Year: 2011, Jahrgang: 94, Heft: 8, Pages: 1440-1447 |
| ISSN: | 1522-2675 |
| DOI: | 10.1002/hlca.201100001 |
| Online-Zugang: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/hlca.201100001 Verlag, lizenzpflichtig, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/hlca.201100001 
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| Verfasserangaben: | by Elmira Ghabraie, Morteza Bararjanian, Saeed Balalaie, Frank Rominger, and Hamid Reza Bijanzadeh |
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| 500 | |a Im Titel steht in eckigen Klammern: "amino(aryl)methylidene" und "amino(aryl)methylene" | ||
| 520 | |a The Michael-type addition of a 4-hydroxycoumarin (=4-hydroxy-2H-1-benzopyran-2-one) 1 to a β-nitrostyrene (=(2-nitroethenyl)benzene) 2 in the presence of AcONH4 leads to substituted (3E)-3-[amino(aryl)methylidene]chroman-2,4-diones (=(3E)-3-[amino(aryl)methylene]-2H-1-benzopyran-2,4(3H)-diones) 4 (Table 1). High yields, short reaction time, and easy workup are advantages of this novel one-pot three-component reaction. | ||
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| 650 | 4 | |a Coumarin | |
| 650 | 4 | |a Michael-type addition | |
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