143447-51-2Relevant academic research and scientific papers
All at once arrangement of both oxygen atoms of dioxygen into aliphatic C(sp3)-C(sp3) bonds for hydroxyketone difunctionalization
Qiao, Xiaofeng,Lin, Yuhan,Li, Jiazhen,Ma, Wanhong,Zhao, Jincai
, p. 770 - 777 (2021/04/09)
Both β- and γ- hydroxyketone structures are important units in biologically active molecules, synthetic drugs and fine chemicals. Although there are some routes available for their manufacture from pre-functionalized groups on one or two matrix molecule(s), the approaches to simply and simultaneously deposit two oxygen atoms from dioxygen into two specific C(sp3) positions of pure saturated hydrocarbons have rarely succeeded because they are involved in the targeted activation of three inert C-H σ bonds all at once. Here, we show that a TiO2-CH3CN photocatalytic suspension system enables the insertion of dioxygen into one C(sp3)-C(sp3) bond of strained cycloparaffin derivatives, by which difunctionalized hydroxyketone products are obtained in a one-pot reaction. With the cleavage event to release strain as the directional driving force, as-designed photocatalytic reaction systems show 21 examples of β-hydroxyketone products with 31%–76% isolated yields for three-membered ring derivatives and 5 examples of γ-hydroxyketone products with 30%–63% isolated yields for four-membered ring substrates. 18O isotopic labeling experiments using 18O2, Ti18O2 and intentionally added H218O, respectively, indicated that both oxygen atoms of hydroxyketone products were exclusively from dioxygen, suggesting a previously unknown H+/TiO2-e? catalyzed arrangement pathway of the hydroperoxide intermediate to convert dioxygen into hydroxyketone units. [Figure not available: see fulltext.]
Cellulosic CuI Nanoparticles as a Heterogeneous, Recyclable Catalyst for the Borylation of α,β-Unsaturated Acceptors in Aqueous Media
Zhou, Lijie,Han, Biao,Zhang, Yaoyao,Li, Bojie,Wang, Liansheng,Wang, Jianying,Wang, Xianbao,Zhu, Lei
, p. 3220 - 3229 (2021/03/06)
Abstract: We have demonstrated that cellulosic CuI nanoparticles could perform as an efficient heterogeneous catalyst for the synthesis of useful organoboron compounds. Desired β-borylation products were all obtained in good to excellent yields under mild
Method for preparing organoboron compound and beta-hydroxy compound by supported copper ion Y type molecular sieve catalyst
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Paragraph 0224-0230, (2019/01/15)
The invention relates to a method for preparing an organoboron compound and a beta-hydroxy compound by a supported copper ion Y type molecular sieve catalyst. The method for preparing the organoboroncompound mainly comprises the following steps: the step
Methods of preparing organic boron compound and beta-carbonyl compound by catalyzing copper ion loaded chitosan microspheres
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Paragraph 0217-0223, (2018/03/09)
The invention relates to methods of preparing an organic boron compound and a beta-carbonyl compound by catalyzing copper ion loaded chitosan microspheres. The preparation method of the organic boroncompound mainly comprises the following steps of A, addi
PHOTO-OXYGENATION OF 1,2-DIARYLCYCLOPROPANES VIA ELECTRON TRANSFER
Mizuno, Kazuhiko,Kamiyama, Nobuhiro,Ichinose, Nobuyuki,Otsuji, Yoshio
, p. 2207 - 2214 (2007/10/02)
The photo-oxygenation of 1,2-diarylcyclopropanes bearing electron-donating substituents in the presence of 9,10-dicyanoanthracene (DCA) in acetonitrile affords trans- and cis-3,5-diaryl-1,2-dioxolanes in excellent yields.The DCA-sensitized photo-oxygenation of less electron-rich 1,2-diarylcyclopropanes gives various oxidation products in low yields.These photoreactions are greatly accelerated by the addition of certain aromatic hydrocarbons and metal salts, and are completely quenched by the addition of triethylamine and 1,4-diazabicyclooctane.No photo-oxygenation takes place in non-polar solvents.The electron transfer mechanism is proposed for the photo-oxygenations, in which the cation radicals of 1,2-diarylcyclopropanes are involved as chain carriers.
PHOTOOXYGENATION OF 1,2-DIARYLCYCLOPROPANES: FORMATION OF 3,5-DIARYL-1,2-DIOXOLANES VIA PHOTOINDUCED ELECTRON TRANSFER
Mizuno, Kazuhiko,Kamiyama, Nobuhiro,Otsuji, Yoshio
, p. 477 - 480 (2007/10/02)
The photooxygenation of electron-rich 1,2-diarylcyclopropanes such as 1,2-bis(4-methoxyphenyl)cyclopropane and 1-(4-methoxyphenyl)-2-phenyl-cyclopropane in the presence of 9,10-dicyanoanthracene (DCA) as a sensitizer in acetonitrile affords trans- and cis-3,5-diaryl-1,2-dioxolanes in high yields.This photooxygenation is initiated by the electron transfer from 1,2-diarylcyclopropanes to the excited singlet DCA, involving the cation radical of cyclopropanes as a key intermediate.
