A Concomitant Allylic Azide Rearrangement/Intramolecular Azide–Alkyne Cycloaddition Sequence
| Autor: | Ruzhang Liu, Rakesh H. Vekariya, Jeffrey Aubé |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2014 |
| Předmět: |
Allylic rearrangement
Azides Letter Alkyne Stereoisomerism 010402 general chemistry 01 natural sciences Biochemistry Medicinal chemistry Catalysis chemistry.chemical_compound Organic chemistry Combinatorial Chemistry Techniques Physical and Theoretical Chemistry chemistry.chemical_classification Cycloaddition Reaction Molecular Structure 010405 organic chemistry organic chemicals Organic Chemistry Iodides Triazoles Cycloaddition 0104 chemical sciences chemistry Cyclization Intramolecular force Yield (chemistry) Alkynes Azide Copper |
| Zdroj: | Organic Letters |
| ISSN: | 1523-7052 1523-7060 |
| Popis: | An intramolecular Huisgen cycloaddition of an interconverting set of isomeric allylic azides with alkynes affords substituted triazoles in high yield. The stereoisomeric vinyl-substituted triazoloxazines formed depend on the rate of cycloaddition of the different allylic azide precursors when the reaction is carried out under thermal conditions. In contrast, dimerized macrocyclic products were obtained when the reaction was done using copper(I)-catalyzed conditions, demonstrating the ability to control the reaction products through changing conditions. |
| Databáze: | OpenAIRE |
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