Title of article :
Nucleophilic Carbenes of Pyrazoles Starting from Pseudo-Cross-Conjugated Mesomeric Betaines
Author/Authors :
Schmidt, Andreas Technical University of Clausthal - Institute of Organic Chemistry, Germany , Habeck, Tobias Technical University of Clausthal - Institute of Organic Chemistry, Germany
Abstract :
Pyrazolium-3-carboxylates, which belong to the class of pseudo-cross-conjugated heterocyclic mesomeric betaines, decarboxylate to give nucleophilic carbenes, which can be trapped as pyrazolium salts. An aldol addition, a Knoevenagel reaction, and a Cannizzaro-type reaction are presented, which are initiated by the strong basicity of the in situ generated pyrazol-3-ylidene.
Keywords :
Decarboxylation , 1 , 2 , ylide , pyrazol , 3 , ylidenes , pyrazolium , 3 , carboxylates
Journal title :
letters in organic chemistry
Journal title :
letters in organic chemistry