Pd-0-Catalyzed Intramolecular alpha-Arylation of Sulfones: Domino Reactions in the Synthesis of Functionalized Tetrahydroisoquinolines

A new strategy for the synthesis of tetrahydroisoquinolines based on the Pd-0-catalyzed intramolecular -arylation of sulfones is reported. The combination of this Pd-catalyzed reaction with intermolecular Michael and aza-Michael reactions allows the development of two- and three-step domino processe...

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Bibliographic Details
Published inChemistry : a European journal Vol. 21; no. 12; pp. 4580 - 4584
Main Authors Sole, Daniel, Perez-Janer, Ferran, Mancuso, Raffaella
Format Journal Article
LanguageEnglish
Published WEINHEIM Wiley 16.03.2015
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
AZA-MICHAEL ADDITION
ISOQUINOLINE ALKALOIDS
arylation
sulfones
domino reactions
CYCLIZATION REACTIONS
nitrogen heterocycles
ARYL HALIDES
ESTERS
palladium
ENOLATE ARYLATION
DERIVATIVES
TETHERED VINYL HALIDES
PD-CATALYZED REACTIONS
CATALYZED DIRECT ARYLATION
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Summary:A new strategy for the synthesis of tetrahydroisoquinolines based on the Pd-0-catalyzed intramolecular -arylation of sulfones is reported. The combination of this Pd-catalyzed reaction with intermolecular Michael and aza-Michael reactions allows the development of two- and three-step domino processes to synthesize diversely functionalized scaffolds from readily available starting materials.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201406305