A Palladium-Catalyzed Domino Reaction To Access 3-Amino-2H-indazoles from Hydrazines and 2-Halobenzonitriles
| Autor: | María P. López-Alberca, Rana Alsalim, Marc Nazaré, Sandra Miksche, Werngard Czechtizky, Peter Lindemann, Nis Halland |
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| Rok vydání: | 2020 |
| Předmět: |
Indazole
010405 organic chemistry Organic Chemistry chemistry.chemical_element Regioselectivity 010402 general chemistry 01 natural sciences Biochemistry Combinatorial chemistry 0104 chemical sciences Catalysis chemistry.chemical_compound chemistry Cascade reaction Intramolecular force Hydroamination Physical and Theoretical Chemistry Isomerization Palladium |
| Zdroj: | Organic Letters. 22:7393-7396 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/acs.orglett.0c02766 |
| Popis: | The development of a novel selective synthesis of 3-amino-2H-indazoles from readily available 2-halobenzonitriles is presented. The reaction proceeds through a domino reaction sequence, consisting of a regioselective palladium-catalyzed coupling of monosubstituted hydrazines with 2-halobenzonitriles, followed by an intramolecular hydroamination through a 5-exo-dig cyclization and subsequent isomerization to directly afford a wide variety of substituted 2H-indazole analogues in good to excellent yields. |
| Databáze: | OpenAIRE |
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