A Unified Continuous Flow Assembly-Line Synthesis of Highly Substituted Pyrazoles and Pyrazolines
نویسندگان
چکیده
منابع مشابه
A Unified Continuous Flow Assembly-Line Synthesis of Highly Substituted Pyrazoles and Pyrazolines.
A rapid and modular continuous flow synthesis of highly functionalized fluorinated pyrazoles and pyrazolines has been developed. Flowing fluorinated amines through sequential reactor coils mediates diazoalkane formation and [3+2] cycloaddition to generate more than 30 azoles in a telescoped fashion. Pyrazole cores are then sequentially modified through additional reactor modules performing N-al...
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The synthesis under MW irradiation without solvent of 19 pyrazoles, of which only 8 were known, is described. They bear C-methyl groups and trityl, diphenylmethyl and benzyl groups at positions 1 and 4 of the pyrazole ring. In the reaction between pyrazole and trityl bromide an unexpected reaction occurred and 4-(9-phenyl-9H-fluoren-9-yl)-1Hpyrazole (7) was isolated.
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Four pyrazole compounds, 3-(4-fluorophenyl)-5-phenyl-4,5-dihydro-1H-pyrazole-1-carbaldehyde (1), 5-(4-bromophenyl)-3-(4-fluorophenyl)-4,5-dihydro-1H-pyrazole-1-carbaldehyde (2), 1-[5-(4-chlorophenyl)-3-(4-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl]ethanone (3) and 1-[3-(4-fluorophenyl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl]propan-1-one (4), have been prepared by condensing chalcones with hydrazin...
متن کاملSynthesis of 1,3,5-tri-substituted pyrazoles promoted by P2O5.SiO2
Silica supported phosphorus pentoxide (P2O5·SiO2) is an efficient catalyst for synthesis of 1,3,5-substituted pyrazoles via the condensation of 1,3-diketones and hydrazines. Simplicity of procedure, mild condition, being solvent-free, high yields, and easy workup are some advantages of this protocol.
متن کاملSynthesis of 1,3,5-tri-substituted pyrazoles promoted by P2O5.SiO2
Silica supported phosphorus pentoxide (P2O5·SiO2) is an efficient catalyst for synthesis of 1,3,5-substituted pyrazoles via the condensation of 1,3-diketones and hydrazines. Simplicity of procedure, mild condition, being solvent-free, high yields, and easy workup are some advantages of this protocol.
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ژورنال
عنوان ژورنال: Angewandte Chemie International Edition
سال: 2017
ISSN: 1433-7851
DOI: 10.1002/anie.201704529