77572-66-8Relevant academic research and scientific papers
Regiodivergent Conversion of Alkenes to Branched or Linear Alkylpyridines
Kim, Minseok,Shin, Sanghoon,Koo, Yejin,Jung, Sungwoo,Hong, Sungwoo
supporting information, p. 708 - 713 (2022/01/20)
Herein we report a practical protocol for the visible-light-induced regiodivergent radical hydropyridylation of unactivated alkenes using pyridinium salts. This approach provides a unified synthetic platform to control the regioselectivity of the synthesis of linear or branched C4-alkylated pyridines. A remarkable selectivity switch from the anti-Markovnikov to the Markovnikov product can be achieved by the addition of tetrabutylammonium bromide. The versatility of this protocol is further demonstrated based on the late-stage functionalization in pharmaceuticals.
Iron(II) and Copper(I) Control the Total Regioselectivity in the Hydrobromination of Alkenes
Cruz, Daniel A.,Sinka, Victoria,De Armas, Pedro,Steingruber, Hugo Sebastian,Fernández, Israel,Martín, Víctor S.,Miranda, Pedro O.,Padrón, Juan I.
, p. 6105 - 6109 (2021/08/18)
A new method that allows the complete control of the regioselectivity of the hydrobromination reaction of alkenes is described. Herein, we report a radical procedure with TMSBr and oxygen as common reagents, where the formation of the anti-Markovnikov product occurs in the presence of parts per million amounts of the Cu(I) species and the formation of the Markovnikov product occurs in the presence of 30 mol % iron(II) bromide. Density functional theory calculations combined with Fukui's radical susceptibilities support the obtained results.
MERTK DEGRADERS AND USES THEREOF
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Paragraph 00997, (2020/01/31)
The present invention provides compounds, compositions thereof, and methods of using the same.
Nitrogen-containing five-membered heteroaromatic compound and preparation method and application thereof
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Paragraph 0195; 0391; 0392; 0393, (2019/04/13)
The invention discloses a nitrogen-containing five-membered heteroaromatic compound as shown in structural formulae (I) and (II), a medicinal derivative, a hydrate, a composition containing the nitrogen-containing five-membered heteroaromatic compound and a preparation method thereof. The invention also disclose an application of the compound as a drug and as a cannabinoid acceptor adjustor for preventing and treating ache, inflammation, immune diseases and central nervous system diseases and the like.
Palladium(II) acetate catalyzed acylative cleavage of cyclic and acyclic ethers under neat conditions
Fotie, Jean,Adolph, Brandy R.,Bhatt, Shreya V.,Grimm, Casey C.
supporting information, p. 4648 - 4651 (2017/11/15)
During the development of a palladium catalyzed C–H activation cross-coupling reaction involving acyl halides, it was noted that palladium(II) acetate catalyzes the acylative cleavage of tetrahydrofuran (used as a solvent) at room temperature to afford the corresponding 4-chlorobutyl ester derivative. After optimization, the reaction was shown to work well with epoxides, oxetane and tetrahydrofuran, but only barely with oxanes at room temperature. Acyclic ethers systematically failed to react under similar conditions, but underwent complete conversion in a microwave reactor at 100 °C.
Nickel-Catalyzed reductive cross-Coupling of unactivated alkyl halides
Yu, Xiaolong,Yang, Tao,Wang, Shulin,Xu, Hailiang,Gong, Hegui
supporting information; experimental part, p. 2138 - 2141 (2011/06/22)
A Ni-catalyzed reductive approach to the cross-coupling of two unactivated alkyl halides has been successfully developed. The reaction works efficiently for primary and secondary halides, with at least one being bromide. The mild reaction conditions allow for excellent functional group tolerance and provide the C(sp3)-C(sp3) coupling products in moderate to excellent yields.
Graphite-catalyzed acylative cleavage of ethers with acyl halides
Suzuki, Yoshitada,Matsushima, Masayuki,Kodomari, Mitsuo
, p. 319 - 320 (2007/10/03)
Graphite is found to catalyze acylative cleavage of ethers such as benzylic, allylic, tert-butylic and cyclic ethers with acyl halides to give the corresponding esters in good to excellent yields. Benzylic ether was cleaved chemoselectively, when a variety of other functional groups was present, to produce the corresponding ester along with benzyl halide.
Non-Catalyzed Cleavage Reactions of Ethers with Acyl Halides under High-Pressure Conditions
Kotsuki, Hiyoshizo,Ichikawa, Yoshikatsu,Nishizawa, Hitoshi
, p. 673 - 676 (2007/10/02)
Various cyclic and acyclic ethers are efficiently cleaved with acyl chlorides or bromides to give ω-chloro- or ω-bromoesters under high-pressure conditions.
Facile Conversion of Alkenes into Alkyl Bromides via Reaction of Organoboranes with Bromine or Bromine Chloride
Kabalka, George W.,Sastry, Kunda A. R.,Hsu, Henry C.,Hylarides, Mark D.
, p. 3113 - 3115 (2007/10/02)
Organoboranes react with either bromine or bromine chloride in aqueous media to yield the corresponding alkyl bromides under surprisingly mild conditions.The reaction is ideal for the synthesis of functionally substituted organic bromides.Sodium bromide may be utilized as the bromine source via its in situ conversion to bromine chloride by using mild oxidizing agents.
