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Mild and Rapid Pd‐Catalyzed Cross‐Coupling with Hydrazine in Continuous Flow: Application to the Synthesis of Functionalized Heterocycles
Author(s) -
DeAngelis Andrew,
Wang DongHui,
Buchwald Stephen L.
Publication year - 2013
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/anie.201208544
Subject(s) - hydrazine (antidepressant) , aryl , chemistry , coupling (piping) , catalysis , continuous flow , combinatorial chemistry , coupling reaction , flow (mathematics) , organic chemistry , materials science , metallurgy , mathematics , chromatography , biochemical engineering , alkyl , geometry , engineering
Minimizing risk : The synthesis of arylhydrazines through CN cross‐coupling of aryl chlorides with hydrazine is described. Through the use of continuous flow, the hazards associated with the use of hydrazine in the presence of transition metals are decreased. In addition, multistep flow sequences have also been developed for the generation of functionalized heterocycles utilizing the arylhydrazine intermediates.