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Title: Preparation of substituted tetrahydroisoquinolines by Pd(II)-catalyzed NH2-directed insertion of Michael acceptors into C-H bonds followed by NH2-conjugated additions
Author: Mancinelli, Andrea
Alamillo, Carla
Albert Mach, Joan
Ariza Piquer, Xavier
Etxabe, Haizea
Farràs i Soler, Jaume
García Gómez, Jordi
Granell Sanvicente, Jaime Ramón
Quijada, F. Javier
Keywords: Compostos heterocíclics
Pal·ladi (Element químic)
Heterocyclic compounds
Issue Date: 15-Feb-2017
Publisher: American Chemical Society
Abstract: 3,3-Disubstituted tetrahydroisoquinolines are prepared in one step from Michael acceptors and 2-phenylethylamines under Pd catalysis and Ag2CO3 as an oxidant. Presumably, activation of an ortho C-H bond of the aromatic ring with Pd(II) is directed by the primary amine to form a palladacycle. Insertion of the olefin, subsequent conjugated addition of the amine, and reductive elimination of Pd(0) affords the expected products. Silver carbonate is not necessary when 2-phenylethylamines are converted previously to N-benzoyloxy-2-phenylethylamines.
Note: Reproducció del document publicat a:; http://10.1021/acs.organomet.6b00944
It is part of: Organometallics, 2017, vol. 36, num. 4, p. 911-919
ISSN: 0276-7333
Appears in Collections:Articles publicats en revistes (Química Inorgànica i Orgànica)

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