Three-component synthesis of amidomethylarenes and -heteroarenes over HΒ zeolite under solvent-free conditions
A highly efficient and eco-friendly protocol has been described for the synthesis of amidomethylarenes and -heteroarenes via one-pot three-component coupling reaction of amides, aldehydes and (hetero)arenes over a heterogeneous catalyst (Hβ zeolite) in solvent-free conditions. The scope and limitations of this catalytic process are demonstrated with various amides and arenes and the corresponding amidoalkylated arene products were obtained in moderate to excellent yields. The preliminary mechanistic insight (control experiments) suggest that bisamide and/or N-(hydroxymethyl)benzamide are probable intermediates in this reaction. Moreover, the catalyst can be reused without any significant loss of the catalytic activity and only water is produced as by-product.
Chevella, Durgaiah,Mameda, Naresh,Kodumuri, Srujana,Banothu, Rammurthy,Gajula, Krishna Sai,Kutepov, Boris Ivanovich,Nama, Narender
A bismuth(III) triflate catalyzed three-component synthesis of α-substituted amides starting from amides, aldehydes, and (hetero)arenes is reported. The reaction has a broad substrate scope, encompassing formaldehyde as well as aryl and alkyl aldehydes. Low catalyst loadings are required, and water is formed as the only side product. The scope and limitation of this method will be discussed.
Schneider, Angelika E.,Manolikakes, Georg
p. 6193 - 6212
(2015/06/30)
Bi(OTf)3-catalyzed three-component synthesis of amidomethylarenes and -heteroarenes
A highly efficient Bi(OTf)3-catalyzed multicomponent synthesis of amidomethylated arenes and heteroarenes from readily available starting materials has been developed. This reaction proceeds under mild conditions, has a broad substrate scope, and in addition water is generated as only side product. Georg Thieme Verlag Stuttgart, New York.
Schneider, Angelika E.,Manolikakes, Georg
supporting information
p. 2057 - 2060
(2013/10/21)
A new method for the synthesis of N-benzylamides
Benzyl amides are obtained from benzyl chlorides with excellent yields in mild conditions by using hydrated ferric chloride, FeCl3·6H2O, as Lewis acid catalyst and common nitriles as both solvents and reagents.
Karabulut,Kacan
p. 2345 - 2348
(2007/10/03)
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