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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) Catàlisi Heterocyclic compounds Palladium Catalysis |
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://pubs.acs.org/doi/abs/10.1021/acs.organomet.6b00944; http://10.1021/acs.organomet.6b00944 |
It is part of: | Organometallics, 2017, vol. 36, num. 4, p. 911-919 |
URI: | http://hdl.handle.net/2445/107929 |
ISSN: | 0276-7333 |
Appears in Collections: | Articles publicats en revistes (Química Inorgànica i Orgànica) |
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