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Palladium‐Catalyzed Double CH Activation Directed by Sulfoxides in the Synthesis of Dibenzothiophenes
Author(s) -
Samanta Rajarshi,
Antonchick Andrey P.
Publication year - 2011
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.201100775
Subject(s) - palladium , regioselectivity , catalysis , chemistry , sulfoxide , cascade , combinatorial chemistry , organic chemistry , medicinal chemistry , stereochemistry , chromatography
SO shows where to go : A novel double CH activation of aromatic compounds with a sulfoxide as a directing group results in the highly regioselective synthesis of polysubstituted dibenzothiophenes (see scheme). The reaction cascade consists of palladium‐catalyzed double CH activation and a Pummerer rearrangement followed by palladium‐catalyzed CS bond formation.