The first synthesis of diazoesters by direct diazotization of amino acid esters was reported by Curtius I,\*) around 1900. Although this method is well suited for the preparation of diazoacetic ester, 3) it is generally inapplicable to the syntheses of a-substituted-a-diazoesters (I),\*) because of
A convenient preparative method for anionic tris(substituted pyrazolyl)methane ligands
✍ Scribed by Loı̈c J. Charbonnière; Raymond Ziessel
- Publisher
- Elsevier Science
- Year
- 2003
- Tongue
- French
- Weight
- 98 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
The synthesis of tris [3-(6-carboxypyridin-2-yl)pyrazol-1-yl]methane is described in a linear multi-step protocol. The pyridyl-pyrazolyl arms are first constructed before being condensed with chloroform. Careful study of the condensation reaction shows the presence of an isomeric form of the tris(pyrazolyl)methane derivative in which one of the pyrazolyl substituents is linked through the nitrogen atom at the 2 position of the pyrazol. After acid-catalysed isomerisation to the desired isomer, the intermediate compound was subjected to a carboalkoxylation reaction and a subsequent hydrolysis. These are some rare examples of reactions directly occurring on the tris(pyrazolyl)methane platforms.
📜 SIMILAR VOLUMES
## Abstract A modification of the Pinner pyrimidine synthesis has been developed that utilizes trimethylsilyl amidines and results in greatly improved yield of highly substituted pyrimidines.