Cart
Note
Transition Metal Salt-Catalyzed Direct Three-Component Mannich Reactions of Aldehydes, Ketones, and Carbamates: Efficient Synthesis of N-Protected β-Aryl-β-Amino Ketone Compounds
Full Text HTML
Hi-Res PDFPurchase the full-text
- PDF/HTML,
figures/images,
references and tables,
(where available)
Abstract
The transition metal salt-catalyzed direct three-component Mannich reactions of aryl aldehydes, aryl ketones, and carbamates are described. The RuCl3·xH2O-, AuCl3−PPh3-, and AuCl3-catalyzed direct Mannich reactions led to the synthesis of N-protected β-aryl-β-amino ketones, and the results create new possibilities for exploiting the transition metal salt-catalyzed direct Mannich reaction and facile synthesis of β-amino ketone libraries.
Citing Articles
Citation data is made available by participants in CrossRef's Cited-by Linking service. For a more comprehensive list of citations to this article, users are encouraged to perform a search in SciFinder.
This article has been cited by 7 ACS Journal articles (5 most recent appear below).
Enantioselective Synthesis of Optically Pure β-Amino Ketones and γ-Aryl Amines by Rh-Catalyzed Asymmetric Hydrogenation
Huiling Geng, Kexuan Huang, Tian Sun, Wei Li, Xiaowei Zhang, Le Zhou, Wenjun Wu, and Xumu ZhangThe Journal of Organic Chemistry2011 76 (1), 332-334Enantioselective Synthesis of Optically Pure β-Amino Ketones and γ-Aryl Amines by Rh-Catalyzed Asymmetric Hydrogenation
Huiling Geng, Kexuan Huang, Tian Sun, Wei Li, Xiaowei Zhang, Le Zhou, Wenjun Wu, and Xumu ZhangThe Journal of Organic Chemistry2011 76 (1), 332-334A series of optically pure β-amino ketones have been synthesized in high enantioselectivities (ee > 99%) by Rh-DuanPhos-catalyzed asymmetric hydrogenation of readily prepared β-keto enamides. Further reduction of these β-amino ketones with hydrogen and Pd/...
Simple and Convenient Approach to the Kr€ohnke Pyridine Type Synthesis of Functionalized Indol-3-yl Pyridine Derivatives Using 3-Cyanoacetyl Indole
Prakasam Thirumurugan, A. Nandakumar, D. Muralidharan and Paramasivan T. PerumalJournal of Combinatorial Chemistry2010 12 (1), 161-167Simple and Convenient Approach to the Kr€ohnke Pyridine Type Synthesis of Functionalized Indol-3-yl Pyridine Derivatives Using 3-Cyanoacetyl Indole
Prakasam Thirumurugan, A. Nandakumar, D. Muralidharan and Paramasivan T. PerumalJournal of Combinatorial Chemistry2010 12 (1), 161-167Access to privileged heterocyclic scaffolds involving 4-aryl-6-(1H-indol-3-yl)-2,2-bipyridine-5-carbonitriles and 6-(2-furyl)-2-(1H-indol-3-yl)-4-arylpyridine-3-carbonitriles frameworks has been achieved via a single-step multicomponent reaction of ...
Enantioselective Organocatalytic Hantzsch Synthesis of Polyhydroquinolines
Christopher G. Evans and Jason E. GestwickiOrganic Letters2009 11 (14), 2957-2959Enantioselective Organocatalytic Hantzsch Synthesis of Polyhydroquinolines
Christopher G. Evans and Jason E. GestwickiOrganic Letters2009 11 (14), 2957-2959The four-component Hantzsch reaction provides access to pharmaceutically important dihydropyridines. To expand the utility of this method, we have developed a route under organocatalytic conditions with good yields and excellent ee’s. Through catalyst ...
Alternative Synthetic Methods through New Developments in Catalysis by Gold
Antonio ArcadiChemical Reviews2008 108 (8), 3266-3325Alternative Synthetic Methods through New Developments in Catalysis by Gold
Antonio ArcadiChemical Reviews2008 108 (8), 3266-3325
Gold(III)-Mediated Aldol Condensations Provide Efficient Access to Nitrogen Heterocycles
Herbert Waldmann, Galla V. Karunakar and Kamal KumarOrganic Letters2008 10 (11), 2159-2162Gold(III)-Mediated Aldol Condensations Provide Efficient Access to Nitrogen Heterocycles
Herbert Waldmann, Galla V. Karunakar and Kamal KumarOrganic Letters2008 10 (11), 2159-2162Quinolines, dihydroquinolines, and aza-xanthones can be synthesized efficiently and under mild reaction conditions by means of a reaction sequence employing Au(III)-catalyzed aldol reactions as the key step.
Tools
-
Add to Favorites
-
Download Citation
-
Email a Colleague -
Permalink
Order Reprints
Rights & Permissions
Citation Alerts
History
- Published In Issue November 26, 2004
- Received July 17, 2004
ACS
Network
Facebook
Tweet This
CiteULike
Newsvine
Digg This
Delicious
