Nucleophilic Carbenes of Pyrazoles Starting from Pseudo-Cross-Conjugated Mesomeric Betaines

Andreas Schmidt; Tobias Habeck

doi:10.2174/1570178053399903

ISSN: 1570-1786
E-ISSN: 1875-6255

Nucleophilic Carbenes of Pyrazoles Starting from Pseudo-Cross-Conjugated Mesomeric Betaines
Authors: Andreas Schmidt¹ and Tobias Habeck²
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¹ Technical University of Clausthal, Institute of Organic Chemistry, Leibnizstrasse 6, D-38678 Clausthal-Zellerfeld, Germany. ² Technical University of Clausthal, Institute of Organic Chemistry, Leibnizstrasse 6, D-38678 Clausthal-Zellerfeld, Germany.
Source: Letters in Organic Chemistry, Volume 2, Issue 1, Feb 2005, p. 37 - 39
DOI: https://doi.org/10.2174/1570178053399903
- Available online: 01 Feb 2005

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.

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2005-02-01

2025-09-05

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Article Type: Review Article

Keyword(s): 1,2-ylide; decarboxylation; pyrazol-3-ylidenes; pyrazolium-3-carboxylates

Nucleophilic Carbenes of Pyrazoles Starting from Pseudo-Cross-Conjugated Mesomeric Betaines

Abstract

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