Amidation of Aldehydes and Alcohols through α??Iminonitriles and a Sequential Oxidative Three??Component Strecker Reaction/Thio??Michael Addition/Alumina?? …

…, X Schumacher, P Fontaine, G Masson…

Index: Gualtierotti, Jean-Baptiste; Schumacher, Xavier; Fontaine, Patrice; Masson, Geraldine; Wang, Qian; Zhu, Jieping Chemistry - A European Journal, 2012 , vol. 18, # 46 p. 14812 - 14819

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Citation Number: 15

Abstract

Abstract Mild and general alumina-promoted hydrolysis conditions for converting α- iminonitriles into carboxamides have been developed. In combination with the oxidative three-component Strecker reaction, the one-pot direct amidation of aldehydes and alcohols is reported. Subsequently, an Yb (OTf) 3-catalyzed Michael addition of thiols to α, β- unsaturated α-iminonitriles is reported for the synthesis of β-mercapto-α-iminonitriles. The ...