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Selective Catalytic Hydrodefluorination as a Key Step for the Synthesis of Hitherto Inaccessible Aminopyridine Derivatives
Author(s) -
Podolan Gabriel,
Lentz Dieter,
Reissig HansUlrich
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.201301927
Subject(s) - regioselectivity , chemistry , nucleophilic aromatic substitution , combinatorial chemistry , nucleophile , catalysis , nucleophilic substitution , organic chemistry , computer science
Fluorine makes it possible! The regioselective nucleophilic substitution of (oligo)fluoropyridines with the appropriate amines and the subsequent catalytic hydrodefluorination paves the way to hitherto inaccessible aminopyridine derivatives, which are of interest as new ligands. Up to four fluorine atoms can be removed regioselectively in one step in a reaction employing an inexpensive titanium precatalyst.