Acceleration of the Passerini reaction in the presence of nucleophilic additives

A novel method for acceleration of the Passerini multi-component reaction is presented. An accelerating effect of nucleophilic additives was revealed for the Passerini multi-component reaction. The influence of aqueous solutions on the reaction rate was studied in detail and the direct involvement o...

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Bibliographic Details
Published inTetrahedron letters Vol. 46; no. 23; pp. 3957 - 3960
Main Authors Mironov, Maxim A., Ivantsova, Maria N., Tokareva, Maria I., Mokrushin, Vladimir S.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 06.06.2005
Elsevier
Subjects
Aqueous solutions
Catalysis
Chemistry
Chemistry, Organic
Isocyanides
Nucleophilic additives
Passerini reaction
Physical Sciences
Science & Technology
Nucleophilic additives
Catalysis
Aqueous solutions
Passerini reaction
Isocyanides
isocyanides
MULTI COMPONENT REACTIONS
DIELS-ALDER REACTIONS
aqueous solutions
catalysis
nucleophilic additives
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Summary:A novel method for acceleration of the Passerini multi-component reaction is presented. An accelerating effect of nucleophilic additives was revealed for the Passerini multi-component reaction. The influence of aqueous solutions on the reaction rate was studied in detail and the direct involvement of water in the bond-making step was attributed as the basis of an accelerating effect. Other nucleophiles were tested as alternatives to water; as a result N-hydroxysuccinimide is proposed as an accelerant of the Passerini reaction.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2005.04.050