42052-51-7Relevant articles and documents
Novel use of cross-linked poly(N-isopropylacrylamide) gel for organic reactions in aqueous media
Hamamoto, Hiromi,Kudoh, Masahiro,Takahashi, Hideyo,Ikegami, Shiro
, p. 4015 - 4018 (2006)
A poly(N-isopropylacrylamide) (PNIPAAm) gel cross-linked with quaternized aminoalkyls was designed. A novel recyclable system based on the external solvent-responsive oil-absorption/elution transition ability of the PNIPAAm gel matrix was then developed.
Selective Cα-O Bond Cleavage of α,β-Epoxy Ketones to Aldols induced by Free Radical Processes
Hasegawa, Eietsu,Ishiyama, Kenyuki,Horaguchi, Takaaki,Shimizu, Takahachi
, p. 550 - 552 (1990)
Several α,β-epoxy ketones were converted to aldols in good yields upon irradiation or heating with azoisobutyronitrile in the presence of tributyltin hydride in benzene; the reactions involve selective Cα-O bond cleavage of the oxiranylmethyl r
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.]
Synthesis method of alpha or beta-substituted aromatic ketone
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Paragraph 0022-0035, (2021/05/01)
The invention discloses a synthesis method of alpha-or beta-substituted aromatic ketone. The method comprises the following steps: under the condition of inert gas, reacting alpha-oxo-aryl ethanone compounds, B2pin2, PDI-CoCl2 and MBHEt3 in an organic solvent at room temperature, then adding a compound 2, and continuously reacting to obtain a compound 3, wherein in the MBHEt3, M is an alkali metal; the compound 2 is selected from the group consisting of deuterated methanol, Selectfluoro, a TogniII reagent or R2CHO; R2 is an aromatic substituent or alkyl; the organic solvent is an aprotic organic solvent. According to the method, the alpha-oxo aryl ethanone is used as a raw material, a cheap and stable boron reagent and an efficient cobalt catalyst which is cheap and easy to obtain are used, an activating reagent MBHEt3 is added to generate an enol boron ether intermediate, then the enol boron ether intermediate and different electrophilic reagents are synthesized into alpha-or beta-substituted aromatic ketone, the reaction is carried out at normal temperature, and the operation is convenient.
