- Cu-Catalyzed Alkylarylation of Vinylarenes with Masked Alkyl Electrophiles
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A Cu-catalyzed synthesis of a range of value-Added 1,1-diarylalkanes by radical alkylarylation of vinylarenes with alkyl peroxides as masked alkyl electrophiles is reported. The reaction features broad substrate scope, good functional group tolerance, and mild reaction conditions. Various bioactive molecules and key pharmaceutical intermediates have been easily synthesized by this method, demonstrating its synthetic value.
- Zhu, Xiaotao,Su, Muqiao,Zhang, Qi,Li, Yajun,Bao, Hongli
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supporting information
p. 620 - 625
(2020/01/02)
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- ONLINE CONTINUOUS FLOW PROCESS FOR THE SYNTHESIS OF ORGANIC PEROXIDES USING HYDROGEN PEROXIDE AS RAW MATERIAL
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An online continuous flow production process for directly preparing organic peroxides by using hydrogen peroxide as a raw material. This production process uses hydrogen peroxide, catalyst, and an oxidation substrate as a raw material. Substrate will be turned to designated peroxides sequentially through oxidation and workup. This process is performed in a plug-and-produce integrated continuous flow reactor, and the raw materials are continuously fed to the reactor. So, specified peroxide can be continuously obtained at the outlet of the plug-and-produce integrated continuous flow reactor.
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Paragraph 0288; 0297
(2020/06/29)
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- Synthesis method of diacyl peroxide
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The invention belongs to the technical field of chemical synthesis, and particularly relates to a synthesis method of diacyl peroxide. The synthesis method comprises the following steps: adding an acyl compound, hydrogen peroxide and a polyvinyl alcohol composite amino acid catalyst into an organic solvent, and performing a dehydration reaction while stirring to synthesize the diacyl peroxide, wherein the polyvinyl alcohol composite amino acid catalyst is obtained by polymerizing a spherical polyvinyl alcohol matrix and composite amino acid. Use of an expensive chemical raw material, namely acyl chloride, is avoided in the peroxide production process, a synthesis technology of the peroxide is optimized, and discharge of chloride-containing wastewater/waste solid in the industrial production process is reduced.
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Paragraph 0057-0076
(2019/02/26)
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- Iron-Catalyzed Vinylic C?H Alkylation with Alkyl Peroxides
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A variety of alkyl peresters and alkyl diacyl peroxides, which are readily accessible from carboxylic acids, are utilized as general primary, secondary, and tertiary alkylating reagents for iron-catalyzed vinylic C?H alkylation of vinyl arenes, dienes, and 1,3-enynes. This transformation affords olefinic products in up to 98 % yield with high E/Z values. A broad range of functionalities, including carboxyl, boronic acid, methoxy, ester, amino, and halides, are tolerated. This protocol provides a facile approach to some olefins that are difficult to access, and hence, offers an alternative to existing systems. The synthetic utility of this method is demonstrated by late-stage functionalization of selected natural-product derivatives.
- Ge, Liang,Jian, Wujun,Zhou, Huan,Chen, Shaowei,Ye, Changqing,Yu, Fei,Qian, Bo,Li, Yajun,Bao, Hongli
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supporting information
p. 2522 - 2528
(2018/08/01)
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- Copper(I)-catalyzed tandem reaction: Synthesis of 1,4-disubstituted 1,2,3-triazoles from alkyl diacyl peroxides, azidotrimethylsilane, and alkynes
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A copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction for the synthesis of 1,4-disubstituted 1,2,3-triazoles from alkyl diacyl peroxides, azidotrimethylsilane, and terminal alkynes is reported. The alkyl carboxylic acids is for the first time being used as the alkyl azide precursors in the form of alkyl diacyl peroxides. This method avoids the necessity to handle organic azides, as they are generated in situ, making this protocol operationally simple. The Cu(I) catalyst not only participates in the alkyl diacyl peroxides decomposition to afford alkyl azides but also catalyzes the subsequent CuAAC reaction to produce the 1,2,3-triazoles.
- Israr, Muhammad,Ye, Changqing,Muhammad, Munira Taj,Li, Yajun,Bao, Hongli
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supporting information
p. 2916 - 2922
(2018/12/13)
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- Iron-Catalyzed Radical Decarboxylative Oxyalkylation of Terminal Alkynes with Alkyl Peroxides
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An iron-catalyzed oxyalkylation of alkynes with alkyl peroxides as the alkylating reagents has been investigated. Alkyl peroxides are readily available from aliphatic acids and serve simultaneously as the alkylating reagents and internal oxidants. Primary, secondary, and tertiary alkyl groups of aliphatic acids were readily incorporated into C?C triple bonds and diverse α-alkylated ketones were synthesized. Mechanism studies revealed that this reaction involves highly reactive alkyl free radicals. A unique equilibrium between lauric acid and water catalyzed by the iron(III) catalyst was observed.
- Zhu, Xiaotao,Ye, Changqing,Li, Yajun,Bao, Hongli
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supporting information
p. 10254 - 10258
(2017/08/07)
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- Copper-Catalyzed Decarboxylative Alkylation of Terminal Alkynes
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A copper-catalyzed decarboxylative alkylation of terminal alkynes under mild reaction conditions has been reported. Various alkyl diacyl peroxides were applied as the alkyl source for the formation of C(sp3)?C(sp) bond. A range of terminal alkynes including aryl alkynes and alkyl alkynes delivered the alkylated internal alkynes with good to high performances. Mechanism studies suggested that this reaction involves a free radical pathway. (Figure presented.).
- Ye, Changqing,Li, Yajun,Bao, Hongli
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supporting information
p. 3720 - 3724
(2017/09/18)
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- Iron-catalyzed C-H alkylation of heterocyclic C-H bonds
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An efficient, iron-catalyzed C-H alkylation of benzothiazoles by using alkyl diacyl peroxides and alkyl tertbutyl peresters which are readily accessible from carboxylic acids to synthesize 2-alkylbenzothiazoles is developed. This reaction is environmentally benign and compatible with a broad range of functional groups. Various primary, secondary, and tertiary alkyl groups can be efficiently incorporated into diverse benzothiazoles. The effectiveness of this method is illustrated by late-stage functionalization of biologically active heterocycles.
- Babu, Kaki Raveendra,Zhu, Nengbo,Bao, Hongli
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supporting information
p. 46 - 49
(2017/11/28)
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- METHOD FOR THE PRODUCTION OF ORGANIC PEROXIDES BY MEANS OF A MICROREACTION TECHNIQUE
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The invention provides a process for efficient and reliable preparation of organic peroxides, preferably dialkyl peroxides, peroxycarboxylic acids, peroxycarboxylic esters, diacyl peroxides, peroxycarbonate esters, peroxydicarbonates, ketone peroxides and perketals with the aid of at least one static micromixer and an apparatus for performing the process.
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Page/Page column 6
(2009/03/07)
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