26351-62-2Relevant articles and documents
Reactions of alkali metal macrocyclic complexes XIX. Reaction of potassium or sodium complexes with oxetane - novel route to organometallic compounds
Jedlinski, Zbigniew,Misiolek, Andrzej,Jankowski, Andrzej,Janeczek, Henryk
, p. 231 - 239 (1992)
Novel reactions of oxetane with K-/K+ and Na-/K+ complexes in which potassium cation is complexed by 18-crown-6 have been studied.Organometallic alkoxides formed by cleavage of an alkyl-oxygen bond in the oxetane molecule were used for one pot metallation of anisole and triphenylmethane.The reaction with carbon dioxide was also investigated.Reaction mechanisms have been studied by NMR, GLC-MS, IR techniques and chemical analysis.
Copper-catalysed low-temperature water-gas shift reaction for selective deuteration of aryl halides
Bartling, Stephan,Beller, Matthias,Bourriquen, Florian,Junge, Kathrin,Li, Wu,Liu, Weiping,Qu, Ruiyang,Rockstroh, Nils
, p. 14033 - 14038 (2021/11/12)
The introduction of deuterium atoms into organic compounds is of importance for basic chemistry, material sciences, and the development of drugs in the pharmaceutical industry, specifically for identification and quantification of metabolites. Hence, methodologies for the synthesis of selectively labelled compounds continue to be a major area of interest for many scientists. Herein, we present a practical and stable heterogeneous copper catalyst, which permits for dehalogenative deuterationviawater-gas shift reaction at comparably low temperature. This novel approach allows deuteration of diverse (hetero)aryl halides with good functional group tolerance, and no reduction of the aromatic rings or other easily reducible formyl and cyano groups. Multi-gram experiments show the potential of this method in organic synthesis and medicinal chemistry.
Preparation of Thioanisole Biscarbanion and C-H Lithiation/Annulation Reactions for the Access of Five-Membered Heterocycles
Zhu, Ranran,Liu, Zheyuan,Chen, Jie,Xiong, Xiaoyu,Wang, Yuntao,Huang, Lin,Bai, Jinshan,Dang, Yanfeng,Huang, Jianhui
supporting information, p. 3161 - 3165 (2018/06/11)
The synthesis, isolation, and X-ray structure of a thioanisole-based trilithium complex are reported. On the basis of the double-lithiation strategy, two novel synthetic methodologies have been developed under mild reaction conditions (room temperature): (1) reactions of lithiated thioanisoles with nitriles give benzoisothiazoles via a [3 + 2]-type of approach with two new bond formations and (2) formation of benzothiophenes from thioanisoles and amides through a [4 + 1] pattern forming 4 new chemical bonds.
Regio- and chemoselective direct generation of functionalized aromatic aluminum compounds using aluminum ate base
Uchiyama, Masanobu,Naka, Hiroshi,Matsumoto, Yotaro,Ohwada, Tomohiko
, p. 10526 - 10527 (2007/10/03)
A regio- and chemoselective direct method for generation of functionalized aromatic aluminum compounds through deprotonative directed ortho-alumination using triisobutyl(tetramethylpiperidino)aluminate (iBu3Al(TMP)Li), prepared by mixing of triisobutylaluminum (iBu3Al) and lithium tetramethylpiperidide (LTMP) in THF, has been developed. Deprotonative alumination of various functionalized benzenes with the use of iBu3Al(TMP)Li proved effective for the direct generation of various ortho-functionalized aluminum aromatic and heteroaromatic derivatives, particularly those with electrophilic functional groups such as cyano, amide, and halogen. Direct alumination, followed by electrophilic trapping (with I2), provided a convenient preparative method for 1,2- or 1,2,3-multisubstituted aromatic compounds. The functionalized aromatic aluminate intermediate also was found to undergo copper- and palladium-catalyzed C-C bond-forming reactions very efficiently and highly regio- and chemoselectively. Copyright
