17428-96-5Relevant academic research and scientific papers
Development of a Modified Bouveault-Blanc Reduction for the Selective Synthesis of α,α-Dideuterio Alcohols
Han, Minhui,Ma, Xiaodong,Yao, Shangchu,Ding, Yuxuan,Yan, Zihan,Adijiang, Adila,Wu, Yufei,Li, Hengzhao,Zhang, Yuntong,Lei, Peng,Ling, Yun,An, Jie
, p. 1285 - 1290 (2017)
A modified Bouveault-Blanc reduction has been developed for the synthesis of α,α-dideuterio alcohols from carboxylic acid esters. Sodium dispersions are used as the electron donor in this electron transfer reaction, and ethanol-d1 is employed a
A trinuclear chromium(iii) chlorocarbyne
Kurogi, Takashi,Irifune, Keiichi,Enoki, Takahiro,Takai, Kazuhiko
, p. 5199 - 5202 (2021/05/31)
Reduction of CCl4 by CrCl2 in THF afforded a trinuclear chromium(iii) carbyne [CrCl(thf)2]3(μ3-CCl)(μ-Cl)3. The chlorocarbyne complex reacted with aldehydes to afford chloroallylic alcohols and terminal alkynes. The mechanistic study proposed two competitive pathways via an α-chlorovinyl intermediate.
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 0038-0041, (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.
Alpha, alpha-dideuterated alcohol compound and preparation method thereof
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Paragraph 0018-0021, (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.
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
, 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
Vicinal Diboration of Alkyl Bromides via Tandem Catalysis
Wang, Xiao-Xu,Li, Lei,Gong, Tian-Jun,Xiao, Bin,Lu, Xi,Fu, Yao
supporting information, p. 4298 - 4302 (2019/06/14)
Vicinal diboration of alkyl bromides via tandem catalysis is reported. The reported reaction exhibits a broad substrate scope, good functional group compatibility, and regioselectivity. Moreover, it shows good practicality due to the easy accessibility of alkyl bromides in combination with diverse transformations of diboronates. Mechanism study indicates that terminal alkenes are generated selectively through nickel-catalyzed dehydrohalogenation of alkyl bromides followed by base/MeOH promoted diboration process to provide 1,2-diboration products.
Method used for reduction of tertiary amide into alcohols and/or amines
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Paragraph 0079-0082, (2019/08/07)
The invention discloses a method used for reduction of tertiary amide into alcohols and/or amines. The method comprises following steps: tertiary amide, an alkali metal reagent, and a proton donor agent are added into an organic solvent for a following reaction selectively: when the proton donor agent is a raw material alcohol and/or inorganic salt aqueous solution, the reaction product is an alcohol compound and/or tertiary amine compound. The method is capable of realizing selective reduction of tertiary amide into alcohols and tertiary amine compounds, the yield is high, the suitable rangeis wide, operation is safe and simple, the adopted raw materials are cheap and easily available; no precious metal catalyst, toxic silanes, and flammable and combustible metal hydrides are adopted; notoxic by product is generated; reaction is more friendly to the environment; problems in the prior art that amide compound reducing method operation is complex, conditions are strict, and control ofproducts is difficult are solved.
Reduction and Reductive Deuteration of Tertiary Amides Mediated by Sodium Dispersions with Distinct Proton Donor-Dependent Chemoselectivity
Zhang, Bin,Li, Hengzhao,Ding, Yuxuan,Yan, Yuhao,An, Jie
, p. 6006 - 6014 (2018/05/24)
A practical and scalable single electron transfer reduction mediated by sodium dispersions has been developed for the reduction and reductive deuteration of tertiary amides. The chemoselectivity of this method highly depends on the nature of the proton donor. The challenging reduction via C-N bond cleavage has been achieved using Na/EtOH, affording alcohol products, while the use of Na/NaOH/H2O leads to the formation of amines via selective C-O scission. Sodium dispersions with high specific surface areas are crucial to obtain high yields and good chemoselectivity. This new method tolerates a range of tertiary amides. Moreover, the corresponding reductive deuterations mediated by Na/EtOD-d1 and Na/NaOH/D2O afford useful α,α-dideuterio alcohols and α,α-dideuterio amines with an excellent deuterium content.
Synthesis method of alpha,alpha-dideuterated alcohol compound
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Paragraph 0079; 0080; 0081; 0082, (2018/04/01)
The invention belongs to the field of organic synthesis, and relates to a synthesis method of an alpha,alpha-dideuterated alcohol compound. The synthesis method is selected from the following methods including an alkali metal-mediated single electron tran
