35693-15-3Relevant academic research and scientific papers
Reductive Deuteration of Aromatic Esters for the Synthesis of α,α-Dideuterio Benzyl Alcohols Using D 2O as Deuterium Source
Luo, Shihui,Weng, Chaoqun,Ding, Yuxuan,Ling, Chen,Szostak, Michal,Ma, Xiaodong,An, Jie
supporting information, p. 51 - 56 (2020/11/10)
α,α-Dideuterio benzyl alcohols are important building blocks for the synthesis of deuterium-labeled medicines and agrochemicals. We have developed the first general single-electron transfer reductive deuteration of readily commercially available aromatic
An α, α - dideuterium substituted benzyl alcohol compound. Deuterated drug and method for reducing deuteration of benzoate compound
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Paragraph 0045-0046, (2021/09/08)
The invention relates to a method. Α, α-deuterated benzyl alcohol compound and preparation thereofΑ, αThe method for reducing and deuteration - dideuterium-substituted benzyl alcohol compounds is characterized in that the benzoate compound represented by
Alpha, alpha-dideuterated alcohol compound and preparation method thereof
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Paragraph 0054-0055, (2021/04/21)
The invention relates to a method for synthesizing an alpha, alpha-dideuterated alcohol compound shown in a general formula (2), which is characterized in that an amide compound shown in a general formula (1) reacts with a bivalent lanthanide transition metal compound, a deuterium donor reagent and Lewis base in an organic solvent I to generate the alpha, alpha-dideuterated alcohol compound shown in the general formula (2) . compared with the traditional method, the method has the advantages of strong selectivity, high yield, high deuteration rate, few toxic and side products, low cost, mild reaction conditions, simplicity in operation, environmental friendliness and the like.
Alpha, alpha-dideuterated alcohol compound, deuterated medicine and preparation method thereof
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Paragraph 0017; 0059-0060; 0087-0088, (2021/07/09)
The invention relates to an alpha, alpha-dideuterated alcohol compound and a reduction deuteration method of an ester organic matter for preparing the alpha, alpha-dideuterated alcohol compound. The method is characterized in that the ester compound shown
Phosphine-Free Manganese(II)-Catalyst Enables Acceptorless Dehydrogenative Coupling of Alcohols with Indoles
Yadav, Vinita,Balaraman, Ekambaram,Mhaske, Santosh B.
supporting information, p. 4430 - 4439 (2021/08/03)
Herein, an air-stable, molecularly defined NNN?Mn(II) pincer complex catalyzed acceptorless dehydrogenative coupling of alcohols with indoles is reported. A wide variety of symmetrical and unsymmetrical bis(indolyl)methane derivatives as well as some structurally important products such as Vibrindole A, Turbomycin B alkaloid, Antileukemic, and Anticancer agents were synthesized. Mechanistic studies illustrate the importance of the NH moiety in the complex and the crucial role of metal-ligand cooperation during catalysis. (Figure presented.).
SYNTHESIS OF DEUTERATED ALDEHYDES
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Paragraph 0011; 00204; 00205-00206, (2021/03/13)
Described are methods for preparing a deuterated aldehyde using N-heterocyclic carbene catalysts in a solvent comprising D2O. The methods may be used to convert a wide variety of aldehydes (e.g., aryl, alkyl, or alkenyl aldehydes) to C-1 deuterated aldehydes under mild reaction conditions without functionality manipulation.
Acyl fluorides as direct precursors to fluoride ketyl radicals: Reductive deuteration using SmI2and D2O
Li, Hengzhao,Peng, Mengqi,Lai, Zemin,Ning, Lei,Chen, Xingyue,Zhang, Xiaoxu,Wang, Pengjie,Szostak, Roman,Szostak, Michal,An, Jie
, p. 5195 - 5198 (2021/05/31)
A highly chemoselective reductive deuteration of acyl fluorides to provide α,α-dideuterio alcohols with exquisite levels of deuterium incorporation was developed using SmI2 and D2O as the deuterium source. This method introduces acyl fluorides as attracti
The invention relates to an acyl fluoride compound reduction and deuteration synthesis α, α - dideuterium alcohol. Method for deuterated drugs
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Paragraph 0074-0077, (2021/08/25)
The invention relates to an α, α - dideuterium-substituted alcohol compound and a reduction deuteration method for preparing an acyl fluoride compound of α, α - dideuterium-substituted alcohol compounds, characterized in that α, α - dideuterium-substituted alcohol compounds represented by the general formula 2 (1) are reacted in an organic solvent I by a deuterium donor reagent. The method solves the problems that in the prior art α, α - dideuterium-substituted alcohol compounds are prepared by using inflammable reductant, poor selectivity and atomic economy, the invention establishes a method for reducing and deuteration of acyl fluoride compounds based on single electron transfer reduction deuteration reaction. The method can be used for preparing α, α - dideuterium-substituted alcohol compounds, and has the advantages of high product deuterium substitution rate, good regioselectivity, good chemical selectivity, low reagent price, simple operation, mild conditions and wide substrate application range.
Pentafluorophenyl Esters: Highly Chemoselective Ketyl Precursors for the Synthesis of α,α-Dideuterio Alcohols Using SmI2 and D2O as a Deuterium Source
Li, Hengzhao,Hou, Yuxia,Liu, Chengwei,Lai, Zemin,Ning, Lei,Szostak, Roman,Szostak, Michal,An, Jie
supporting information, p. 1249 - 1253 (2020/01/31)
We report the first highly chemoselective synthesis of α,α-dideuterio alcohols with exquisite incorporation of deuterium (>98% [D2]) using pentafluorophenyl esters as ketyl radical precursors, SmI2 as a mild reducing agent, and Dsub
Differences in the Mechanisms of MnO2Oxidation between Lignin Model Compounds with the p-Hydroxyphenyl, Guaiacyl, and Syringyl Nuclei
Sun, Shirong,Akiyama, Takuya,Yokoyama, Tomoya,Matsumoto, Yuji
, p. 6819 - 6825 (2020/07/02)
The purpose of this study was to examine how the rate and mechanism of MnO2 oxidation differ between the p-hydroxyphenyl (H), guaiacyl (G), and syringyl (S) types of simple nonphenolic lignin model compounds as well as the p-ethylphenyl (E) type compounds. The oxidation was conducted using an excess amount of MnO2 in a sulfate buffer solution at a pH value of 1.5 at room temperature. MnO2 oxidized at least the G and S nuclei, although it commonly oxidizes alcohols present at the benzyl position. The oxidation rates of the benzyl alcohol derivatives were in the order of G- > S- ? H- > E-type, which suggests that the rates are determined by the electronic effects of their methoxy and ethyl functional groups on not only their benzyl positions but also their aromatic π-electron systems. The kinetic isotope effect was observed in the MnO2 oxidations of the same derivatives deuterated at their benzyl hydroxymethyl groups. The observed magnitudes were in the order of E- ? H- > G- ? S-type, suggesting that the contribution of oxidation of their aromatic nuclei, which is another reaction mode of the oxidation of their benzyl positions, increases in the reverse order.
