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Pd II ‐Catalyzed CH Olefination of N ‐(2‐Pyridyl)sulfonyl Anilines and Arylalkylamines
Author(s) -
GarcíaRubia Alfonso,
Urones Beatriz,
Gómez Arrayás Ramón,
Carretero Juan C.
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.201105611
Subject(s) - sulfonyl , aniline , chemistry , aryl , benzylamine , catalysis , alkyl , medicinal chemistry , organic chemistry
Flexible friend : The N ‐(2‐pyridyl)sulfonyl group acts as a removable directing group in the Pd II ‐catalyzed aryl CH ortho alkenylation of N ‐alkyl aniline, benzylamine, and phenethylamine derivatives with electron‐poor alkenes. The products were obtained in high yields (70–90 %) and with complete regiocontrol. The mild reductive N ‐sulfonyl removal enables the construction of a variety of nitrogen heterocycles. EWG=electron‐withdrawing group.