0000000000733356

AUTHOR

Giancarlo Furno

showing 3 related works from this author

Synthesis of new 2,2′-disubstituted 5,5′-dimethyl-4,4′-bitriazoles and 2-(4-Triazolyl)quinoxalines

2000

Thermal rearrangement of 3-acylisoxazole arylhydrazones allowed facile preparation of 2H-1,2,3-triazoles which were firstly reacted with isoamyl nitrite and then with an opportune arylhydrazine to produce the corresponding α-hydroxyiminohydrazones 8a-h. The reaction of compounds 8a-h with phosphorus pentachloride afforded the desired 4,4′-bitriazoles 1a-h. The α-hydroxyiminoketone derivative 7 or the α-diketone 14 reacted easily with 1,2-phenylenediamine to afford 1,2,3-triazoles 2a-c bearing the quinoxaline moiety at position 4. Improved yields of the quinoxalines 2a-c were obtained when 1,2-phenylenediamine was reacted with the dioxime 15.

chemistry.chemical_compoundQuinoxalineChemistryIsoamyl nitriteOrganic ChemistryOrganic chemistryMoietyPhosphorus pentachlorideDerivative (chemistry)Journal of Heterocyclic Chemistry
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Facile synthesis of pyrazoles and pyrroles via thermolysis of tetrazolo[1,5-b]pyridazines, tetrazolo[1,5-a]pyrimidines and tetrazolo[1,5-a]pyridines

2000

Abstract A simple and high yielding preparation of pyrazoles and pyrroles is described. Thermolysis of tetrazolo[1,5- b ]pyridazines, tetrazolo[1,5- a ]pyrimidines and tetrazolo[1,5- a ]pyridines allowed easy ring contraction thus providing a facile preparation of cyanopyrazole and cyanopyrrole heterocycles. Since the cyano group is a versatile precursor of other functionalities, the reaction appears of particular interest for the construction of a variety of pyrazoles and pyrroles. The simple preparation of the starting tetrazole derivatives, the relatively mild conditions employed, and the very short reaction times make this versatile procedure of great synthetic utility and applicable bo…

chemistry.chemical_compoundchemistryOrganic ChemistryDrug DiscoveryThermal decompositionOrganic chemistryTetrazoleRing (chemistry)BiochemistryHigh yieldingCombinatorial chemistry
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ChemInform Abstract: Facile Synthesis of Pyrazoles and Pyrroles via Thermolysis of Tetrazolo[1,5-b]pyridazines, Tetrazolo[1,5-a]pyrimidines and Tetra…

2010

Abstract A simple and high yielding preparation of pyrazoles and pyrroles is described. Thermolysis of tetrazolo[1,5- b ]pyridazines, tetrazolo[1,5- a ]pyrimidines and tetrazolo[1,5- a ]pyridines allowed easy ring contraction thus providing a facile preparation of cyanopyrazole and cyanopyrrole heterocycles. Since the cyano group is a versatile precursor of other functionalities, the reaction appears of particular interest for the construction of a variety of pyrazoles and pyrroles. The simple preparation of the starting tetrazole derivatives, the relatively mild conditions employed, and the very short reaction times make this versatile procedure of great synthetic utility and applicable bo…

chemistry.chemical_compoundchemistryThermal decompositionTetrazoleGeneral MedicineRing (chemistry)High yieldingCombinatorial chemistryPyrrole derivativesChemInform
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