An efficient regioselective copper catalyzed multi-component synthesis of 1,3-disubstituted pyrazoles

An efficient synthesis of unsymmetrically substituted 1,3-pyrazole derivatives has been developed via three-component coupling reaction involving 3-(dimethylamino)-1-phenylprop-2-en-1-one, hydrazine, and aryl halides in one pot process exhibiting high regioselectivity. The pyrazole synthesis proceed...

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Published in:Tetrahedron letters 2014-04, Vol.55 (18), p.2986-2990
Main Authors: Raghunadh, Akula, Meruva, Suresh Babu, Mekala, Ramamohan, Raghavendra Rao, K., Krishna, Thalishetti, Gangadhara Chary, R., Vaikunta Rao, L., Syam Kumar, U.K.
Format: Article
Language:English
Subjects:
Aromatic compounds
Chemical reactions
Cross coupling
Cu catalyst and Ullmann cross-coupling reaction
Derivatives
Hydrazines
Michael addition
Multicomponent reaction
Pyrazole
Pyrazoles
Synthesis (chemistry)
Tetrahedrons
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cited_by cdi_FETCH-LOGICAL-c339t-2a3ce312f4b9652a7a906f32210e59812dd19f804e890f21b9f07d420131966b3
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container_title Tetrahedron letters
container_volume 55
creator Raghunadh, Akula
Meruva, Suresh Babu
Mekala, Ramamohan
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Krishna, Thalishetti
Gangadhara Chary, R.
Vaikunta Rao, L.
Syam Kumar, U.K.
description An efficient synthesis of unsymmetrically substituted 1,3-pyrazole derivatives has been developed via three-component coupling reaction involving 3-(dimethylamino)-1-phenylprop-2-en-1-one, hydrazine, and aryl halides in one pot process exhibiting high regioselectivity. The pyrazole synthesis proceeds via a sequential series of reactions such as Michael addition, heterocyclization, dehydration, and Ullmann cross-coupling.
doi_str_mv 10.1016/j.tetlet.2014.03.125
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source ScienceDirect Freedom Collection 2022-2024
subjects Aromatic compounds
Chemical reactions
Cross coupling
Cu catalyst and Ullmann cross-coupling reaction
Derivatives
Hydrazines
Michael addition
Multicomponent reaction
Pyrazole
Pyrazoles
Synthesis (chemistry)
Tetrahedrons
title An efficient regioselective copper catalyzed multi-component synthesis of 1,3-disubstituted pyrazoles
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