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The Synthesis of Stable,Complex Organocesium Tetramic Acids through the Ugi Reaction and Cesium‐Carbonate‐Promoted Cascades 下载免费PDF全文
Guillermo Martinez‐Ariza Dr. Muhammad Ayaz Dr. Sue A. Roberts Dr. Walter A. Rabanal‐León Prof. Ramiro Arratia‐Pérez Prof. Christopher Hulme 《Angewandte Chemie (International ed. in English)》2015,54(40):11672-11676
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. 相似文献
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《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2017,129(16):4636-4639
Multicomponent reactions are excellent tools for rapid generation of small molecules with broad chemical diversity and molecular complexity. Herein, a novel one‐pot multicomponent synthesis of β‐amino amides from aldehydes, anilines, carboxylic acids and ynamides has been successfully developed. This process is practical and efficient to unravel synthetic utility and scalability. Moreover, an isotope labeling reaction was conducted to elucidate a plausible reaction mechanism. 相似文献
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A simple and efficient synthesis of quinazolinone pseudo‐peptide derivatives based on a new 3‐amino‐1,2,3,4‐tetrahydro‐4‐oxoquinazoline‐2‐carboxylic acid via Ugi four‐component reaction has been developed. This reaction was conducted under mild conditions with a broad scope of substrates. 相似文献
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Selma Eising Francis Lelivelt Kimberly M. Bonger 《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2016,128(40):12431-12435
Bioorthogonal reactions are widely used for the chemical modification of biomolecules. The application of vinylboronic acids (VBAs) as non‐strained, synthetically accessible and water‐soluble reaction partners in a bioorthogonal inverse electron‐demand Diels–Alder (iEDDA) reaction with 3,6‐dipyridyl‐s‐tetrazines is described. Depending on the substituents, VBA derivatives give second‐order rate constants up to 27 m −1 s−1 in aqueous environments at room temperature, which is suitable for biological labeling applications. The VBAs are shown to be biocompatible, non‐toxic, and highly stable in aqueous media and cell lysate. Furthermore, VBAs can be used orthogonally to the strain‐promoted alkyne–azide cycloaddition for protein modification, making them attractive complements to the bioorthogonal molecular toolbox. 相似文献
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Woo‐Jin Yoo Junpei Kondo Jos A. Rodríguez‐Santamaría Thanh V. Q. Nguyen Sh Kobayashi 《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2019,131(20):6844-6847
A facile synthetic procedure for the preparation of α‐trifluoromethyl carboxylic acids and esters was achieved through multicomponent coupling reactions between gem‐difluoroalkenes, cesium fluoride, and carbon dioxide. The products were generated in moderate to excellent yields, and the synthetic utility of this method was demonstrated through the preparation of trifluoromethylated versions of popular nonsteroidal anti‐inflammatory drugs (NSAIDs). 相似文献
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《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2018,130(23):7026-7030
A new catalyst for the carboxylative synthesis of arylacetic and benzoic acids using formic acid (HCOOH) as the CO surrogate was developed. In an improvement over previous work, CO is generated in situ without the need for any additional activators. Key to success was the use of a specific system consisting of palladium acetate and 1,2‐bis((tert‐butyl(2‐pyridinyl)phosphinyl)methyl)benzene. The generality of this method is demonstrated by the synthesis of more than 30 carboxylic acids, including non‐steroidal anti‐inflammatory drugs (NSAIDs), under mild conditions in good yields. 相似文献