Tosylhydrazide-Promoted Palladium-Catalyzed Reaction of β-Aminoketones with o-Dihaloarenes: Combining Organocatalysis and Transition-Metal Catalysis

被引：76

作者：

Barluenga, Jose ^{[1
]}

Quinones, Noelia ^{[1
]}

Cabal, Maria-Paz ^{[1
]}

Aznar, Fernando ^{[1
]}

Valdes, Carlos ^{[1
]}

机构：

[1] Univ Oviedo, Inst Univ Quim Organomet Enr Moles, E-33006 Oviedo, Spain

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 10期

关键词：

arenes; cascade reactions; ketones; palladium; tandem catalysis; CROSS-COUPLING REACTIONS; ENANTIOSELECTIVE ALPHA-AMINOMETHYLATION; EFFICIENT SYNTHESIS; MANNICH REACTIONS; TANDEM CATALYSIS; ROUTE; HETEROCYCLES; ALKENYL;

D O I：

10.1002/anie.201006996

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Working in tandem: Mannich adducts obtained by organocatalyzed processes are readily transformed into phenanthridine and quinoline derivatives by a Pd-catalyzed cascade reaction involving tosylhydrazide (TsNHNH2)-promoted cross-coupling followed by intramolecular amination (see scheme; MW=microwave). The enantioselectivity achieved in the organocatalytic reaction is maintained throughout the process. © 2011 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：2350 / 2353

页数：4

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