The Synthesis of Stable, Complex Organocesium Tetramic Acids through the Ugi Reaction and Cesium-Carbonate-Promoted Cascades

被引:21
作者
Martinez-Ariza, Guillermo [1 ]
Ayaz, Muhammad [1 ]
Roberts, Sue A. [2 ]
Rabanal-Leon, Walter A. [3 ]
Arratia-Perez, Ramiro [3 ]
Hulme, Christopher [1 ,2 ]
机构
[1] Univ Arizona, Dept Pharmacol & Toxicol, Tucson, AZ 85721 USA
[2] Univ Arizona, Dept Chem & Biochem, Tucson, AZ 85721 USA
[3] Univ Andres Bello, Fac Ciencias Exactas, Program Mol Phys Chem, Relativist Mol Phys ReMoPhys Grp, Santiago 8370146, Chile
关键词
cascade reactions; Dieckmann condensation; multicomponent reactions; tetramic acids; Ugi reaction; HEAVIER ALKALI-METALS; MULTICOMPONENT REACTIONS; ORGANOMETALLIC COMPOUNDS; TETRONIC ACIDS; ONE-POT; HETEROCYCLES; SCAFFOLDS; RUBIDIUM; DERIVATIVES; POTENTIALS;
D O I
10.1002/anie.201504377
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Two structurally unique organocesium carbanionic tetramic acids have been synthesized through expeditious and novel cascade reactions of strategically functionalized Ugi skeletons delivering products with two points of potential diversification. This is the first report of the use of multicomponent reactions and subsequent cascades to access complex, unprecedented organocesium architectures. Moreover, this article also highlights the first use of mild cesium carbonate as a cesium source for the construction of cesium organometallic scaffolds. Relativistic DFT calculations provide an insight into the electronic structure of the reported compounds.
引用
收藏
页码:11672 / 11676
页数:5
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