80520-04-3Relevant academic research and scientific papers
Direct α-oxytosylation of ketones by using pentavalent organobismuth reagents
Sakurai, Naoto,Mukaiyama, Teruaki
, p. 388 - 389 (2008)
A new method for the preparation of α-tosyloxy ketones by a direct oxytosylation of ketones using a combination of heterocyclic pentavalent organobismuth compounds and p-toluenesulfonic acid monohydrate is described. Copyright
Evolution of N-Heterocycle-Substituted Iodoarenes (NHIAs) to Efficient Organocatalysts in Iodine(I/III)-Mediated Oxidative Transformations
Boelke, Andreas,Nachtsheim, Boris J.
supporting information, p. 184 - 191 (2019/12/11)
The reactivity of ortho-functionalized N-heterocycle-substituted iodoarenes (NHIAs) as organocatalysts in iodine(I/III)-mediated oxidations was systematically investigated in the α-tosyloxylation of ketones as the model reaction. During a systematic catalyst evolution, it was found that NH-triazoles and benzoxazoles have the most significant positive influence on the reactivity of the central iodine atom. A further catalyst improvement which focused on the substitution pattern of the arene revealed a remarkable ortho-effect. By introduction of an o-OMe group we were able to generate a novel NHIA with a so far unseen catalytic efficiency. This new catalyst is not only easy to synthesize but also enabled the α-tosyloxylation of carbonyl compounds at the lowest reported catalyst loading of only 1 mol%. Finally, the performance of this iodine(I) catalyst was successfully demonstrated in intramolecular oxidative couplings of biphenyls and oxidative rearrangements. (Figure presented.).
ASK1 INHIBITOR AND PREPARATION METHOD AND USE THEREOF
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Paragraph 0529, (2020/01/02)
The present disclosure relates to a compound as shown in formula (II), a tautomer or a pharmaceutically acceptable salt thereof, and disclosed is the use thereof in preparing a drug for treating an ASK1-associated disease.
A novel one-pot method for αα-tosyloxylation of ketones using a catalytic amount of ammonium iodide
Hu, Jiantao,Zhu, Min,Xu, Yuan,Yan, Jie
experimental part, p. 1226 - 1232 (2012/05/20)
A novel one-pot procedure was designed for the preparation of various α-tosyloxy ketones in good yields by the reaction of ketones with m-chloroperoxybenzoic acid and p-toluenesulfonic acid monohydrate in the presence of catalytic amounts of ammonium iodi
α-Tosyloxylation of ketones with ion-supported[hydroxy(tosyloxy)iodo] benzene
Su, Feng,Zhang, Jizhen,Jin, Guangyu,Qiu, Tao,Zhao, Dejian,Jia, Hongbin
experimental part, p. 741 - 744 (2010/03/24)
A new room-temperature ionic liquid (RTIL) supported [hydroxy(tosyloxy) iodo]benzene (ion-supported HTIB) reagent was synthesised by three kinds of effective methods in high yields, which combined the advantages of ionic liquids and the hypervalent iodine
Direct α-oxytosylation of carbonyl compounds: One-pot synthesis of heterocycles
John, Oliver R. S.,Killeen, Niall M.,Knowles, Deborah A.,Yau, Sze Chak,Bagley, Mark C.,Tomkinson, Nicholas C. O.
, p. 4009 - 4012 (2008/02/11)
N-Methyl-O-tosylhydroxylamine is an effective reagent for the direct α-oxytosylation of carbonyl compounds. The reactions proceed smoothly at room temperature in the presence of both moisture and air and functional group tolerance in the substrate is good. With nonsymmetrical substrates regioselectivity for primary over secondary centers is observed and complete regiospecificity for primary over tertiary centers is obtained. Addition of a bis-heteronucleophile directly to the crude reaction mixture in a one-pot process leads to the corresponding heterocyclic product.
A unique site-selective reaction of ketones with new recyclable hypervalent iodine(III) reagents based on a tetraphenylmethane structure
Dohi, Toshifumi,Maruyama, Akinobu,Yoshimura, Misaki,Morimoto, Koji,Tohma, Hirofumi,Shiro, Motoo,Kita, Yasuyuki
, p. 2205 - 2207 (2007/10/03)
We have synthesized new recyclable reagents having a tetraphenylmethane backbone and used them in the site-selective α-tosyloxylation of ketones. The Royal Society of Chemistry 2005.
Synthesis of 4-n-alkyl-2-amino-3-thiophenecarboxylates
Noe,Buchstaller,Siebert
, p. 833 - 836 (2007/10/03)
A modification of the Gewald reaction is presented, which renders 4-n-alkyl substituted 2-aminothiophene derivatives 9 accessible, which bear no substituent at position 5. The three step procedure involves monotosylation of diols 2, oxidation of the secon
THE REACTION OF O-SILYLATED α-KETOLS WITH TRIMETHYLSILYL CYANIDE
Still, Ian W. J.,Daoquan, Wang
, p. 83 - 90 (2007/10/02)
The reactions of a series of O-silylated α-ketols with trimethylsilyl cyanide have been investigated.Formation of the expected O-trimethylsilyl cyanohydrins as major products has been shown to be accompanied by the hitherto unsuspected formation of a disi
