|Microwave-Promoted High-Speed Negishi Cross Coupling Reaction as a Powerful Tool for Organic Synthesis|
Peter Walla and C. Oliver Kappe
The aim of this research was to develop high speed microwave assisted Negishi cross coupling reaction starting from arylchlorides and to extend Fu's catalytic system (Netherton, M. R.; Fu, G. C. Org. Lett. 2001, 3, 4295) Pd2(dba)3 / tBu3P.HBF4 to microwave promoted Negishi cross couplings in solution and solid phase employing arylchlorides.
|Microwave-Assisted Three-Component One-Pot Synthesis of Highly Substituted 2-Pyridinones|
Behrooz H. Yousefi, Nikolay Yu. Gorobets and C. Oliver Kappe
Pyridone and quinolone analogous are known to possess valuable biological activities. The aims of this research were the development of a one-pot multi-component synthesis of 2-pyridinone libraries and the application of controlled microwave heating to gain rapid access to diverse 2-pyridinones utilizing CH-acidic carbonyl compounds 4, DMFDMA 5 and methylene active nitriles.
|Scaffold Decoration at the N3-Position of Dihydropyrimidine Derivatives by Microwave-Assisted Solution Phase Synthesis|
Doris Dallinger and C. Oliver Kappe
In the library synthesis of N3-acylated DHPMs, different scavenging techniques using polymer-supported sequestration agents are described for the purification steps. In both synthesis and purification microwave flash heating was utilized, reducing reaction times from hours to minutes. In order to introduce novel diversity in the N3-position of the DHPM-scaffold, N3-arylations were performed by applying classical Cu (I)-catalyzed Goldberg reaction conditions under microwave heating.
|Scalability of Heterocyclic Microwave-Assisted Transformations From Batch to Continuous Flow - A Case Study|
Jennifer M. Kremsner, Bimbisar Desai, Alexander Stadler and C. Oliver Kappe
Herein we present a case study on the small to large scale microwave-assisted synthesis of the DHPM 4 under batch and continuous flow conditions in monomode and multimode cavities.
|High-Speed Transition Metal-Catalyzed Chemistry Promoted by Microwave Irradiation|
Toma Glasnov, Peter Walla, Alexandler Stadler, Alenka Lengar,Bimbisar Desai, Bogdan Khanetskyy, Doris Dallinger and C. Oliver Kappe
When using traditional heating under reflux conditions many transition metal-catalyzed C-C and C-X bond forming reactions typically need hours or days to reach completion. Fast and reliable microwave protocols are therefore very much needed for speeding up transformations in the field of homogeneous catalysis, taking into account the advantages of microwave heating – rapid transfer of energy and inverted temperature gradients, by increasing the lifetime of the catalyst, i.e. eliminating the wal
|Rapid Generation of Polymer-Bound Enones by Microwave-Assisted Solid-Phase-Synthesis|
Gernot A. Strohmeier and C. Oliver Kappe
We have shown that two important reactions in solid-phase synthesis can be easily accelerated by the assistance of microwave irradiation. Acetoacetylations were performed in 1-5 minutes instead of 18 hours. Knoevenagel condensations were acceptably reduced from 1-3 days to one hour. The increased temperatures didn’t reduce the purity of the final products.
|Microwave Assisted Synthesis of Substituted 2(1H)-Quinolones as Maxi-K+ Channel Openers|
Toma Glasnov, Wolfgang Stadlbauer and C. Oliver Kappe
Here we present a novel synthetic strategy for synthesis of 4-aryl-2(1H)-quinolone lead compounds for the treatment of male ED. The MW-reaction protocols are high-diversity generating, flexible, amenable to high-speed MAOS, scalable and involve commercially available building blocks. Our approach for making the 4-arylquinolones includes a cyclization step, chlorination/hydrolysis, Suzuki C-C coupling, bromination, and finally a Heck reaction, all under microwave conditions.
|Automated Generation of a Dihydropyrimidine Library Using Sequential Microwave-Assisted Synthesis|
Alexander Stadler and C. Oliver Kappe
The aim of this study was to generate a library of dihydropyrimidines utilizing rapid automated sequential microwave-assisted chemistry.
|Interfacing Microwave Synthesis with Enabling Technologies in Drug Discovery|
Doris Dallinger and C. Oliver Kappe
Here we report on the rapid synthesis/decoration of privileged heterocyclic scaffolds, namely the dihydropyrimidine (DHPM) scaffold, by applying microwave heating in conjunction with PASP approaches.
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