ChemInform Abstract: Synthesis of Optically Active Polyheterocycles Containing Pyrrolidine, Imidazole, and 1,2,3-Triazole Rings

Autor: Heinz Heimgartner, Grzegorz Mlostoń, Aneta Wroblewska
Rok vydání: 2016
Předmět:
Zdroj: ChemInform. 47
ISSN: 0931-7597
DOI: 10.1002/chin.201616140
Popis: Optically active polyheterocycles containing pyrrolidine, imidazole, and 1,2,3-triazole units were obtained via a multistep synthesis with the [3+2] cycloaddition of Boc-protected (S)-(pyrrolidin-2-yl)methyl azide with 2-ethynylimidazoles in the presence of CuI (CuAAC reaction) as the key step. Typical for terminal alkynes, the reactions occurred regioselectively and 1,4-disubstituted 1,2,3-triazoles were formed exclusively. The deprotection of the pyrrolidine N-atom was performed by treatment with TFA under standard conditions.
Databáze: OpenAIRE