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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Main Authors: Ghabraie, Elmira (Author) , Bararjanian, Morteza (Author) , Balalaie, Saeed (Author) , Rominger, Frank (Author) , Bijanzadeh, Hamid Reza (Author)
Format: Article (Journal)
Language:English
Published: 16 August 2011
In: Helvetica chimica acta
Year: 2011, Volume: 94, Issue: 8, Pages: 1440-1447
ISSN:1522-2675
DOI:10.1002/hlca.201100001
Online Access: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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Author Notes:by Elmira Ghabraie, Morteza Bararjanian, Saeed Balalaie, Frank Rominger, and Hamid Reza Bijanzadeh
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Summary: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.
Item Description:Gesehen am 15.11.2023
Im Titel steht in eckigen Klammern: "amino(aryl)methylidene" und "amino(aryl)methylene"
Physical Description:Online Resource
ISSN:1522-2675
DOI:10.1002/hlca.201100001