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An Unexpected Coupling – Isomerization Sequence as an Entry to Novel Three‐Component‐Pyrazoline Syntheses
Author(s) -
Müller Thomas J. J.,
Ansorge Markus,
Aktah Daniel
Publication year - 2000
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/(sici)1521-3773(20000403)39:7<1253::aid-anie1253>3.0.co;2-x
Subject(s) - isomerization , pyrazoline , component (thermodynamics) , coupling (piping) , hydrazine (antidepressant) , sequence (biology) , coupling reaction , chemistry , combinatorial chemistry , catalysis , organic chemistry , materials science , physics , biochemistry , chromatography , metallurgy , thermodynamics
A novel retrosynthetic approach to 3,5‐diaryl‐2‐pyrazolines is provided by a three‐component, one‐pot reaction initiated by a palladium/copper‐catalyzed cross‐coupling (see scheme). The initially formed enone cyclocondenses in situ with the hydrazine to furnish the heterocycle. EWG=electron‐withdrawing group.