626-20-0Relevant academic research and scientific papers
Nickel-Catalyzed Reductive Cross-Coupling of Aryl Bromides with Vinyl Acetate in Dimethyl Isosorbide as a Sustainable Solvent
Su, Mincong,Huang, Xia,Lei, Chuanhu,Jin, Jian
supporting information, p. 354 - 358 (2022/01/15)
A nickel-catalyzed reductive cross-coupling has been achieved using (hetero)aryl bromides and vinyl acetate as the coupling partners. This mild, applicable method provides a reliable access to a variety of vinyl arenes, heteroarenes, and benzoheterocycles, which should expand the chemical space of precursors to fine chemicals and polymers. Importantly, a sustainable solvent, dimethyl isosorbide, is used, making this protocol more attractive from the point of view of green chemistry.
Functionalized styrene synthesis via palladium-catalyzed C[sbnd]C cleavage of aryl ketones
Zhang, Xu,Wang, Zhen-Yu,Wang, Xing,Xu, Hui,Dai, Hui-Xiong
, (2022/03/31)
We report herein the synthesis of functionalized styrenes via palladium-catalyzed Suzuki–Miyaura cross-coupling reaction between aryl ketone derivatives and potassium vinyltrifluoroborate. The employment of pyridine-oxazoline ligand was the key to the cleavage of unstrained C[sbnd]C bond. A variety of functional groups and biologically important moleculars were well tolerated. The orthogonal Suzuki–Miyaura coupling demonstrated the synthetic practicability.
Nickel-Catalyzed Enantioselective Hydroboration of Vinylarenes
Tran, Hai N.,Stanley, Levi M.
supporting information, p. 395 - 399 (2021/12/27)
The enantioselective hydroboration of vinylarenes catalyzed by a chiral, nonracemic nickel catalyst is presented as a facile method for generating chiral benzylic boronate esters. Various vinylarenes react with bis(pinacolato)diboron (B2pin2) in the presence of MeOH as a hydride source to form chiral boronate esters in up to 92% yield with up to 94% ee. The use of anhydrous Me4NF to activate B2pin2 is crucial for ensuring fast transmetalation to achieve high enantioselectivities.
Ligand-free (: Z)-selective transfer semihydrogenation of alkynes catalyzed by in situ generated oxidizable copper nanoparticles
Grela, Karol,Kusy, Rafa?
supporting information, p. 5494 - 5502 (2021/08/16)
Herein, we present (Z)-selective transfer semihydrogenation of alkynes based on in situ generated CuNPs in the presence of hydrogen donors, such as ammonia-borane and a green protic solvent. This environmentally friendly method is characterized by operational simplicity combined with high stereo- and chemoselectivity and functional group compatibility. Auto-oxidation of CuNPs after the completion of a semihydrogenation reaction results in the formation of a water-soluble ammonia complex, so that the catalyst may be reused several times by simple phase-separation with no need for any special regeneration processes. Formed NH4B(OR)4 can be easily transformed back into ammonia-borane or into boric acid. In addition, a one-pot tandem sequence involving a Suzuki reaction followed by semihydrogenation was presented, which allows minimization of chemical waste production.
COMPOUNDS AND USES THEREOF
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Page/Page column 174-175, (2021/08/06)
The present disclosure features compounds useful for the treatment of BAF complex-related disorders.
Diastereodivergent Intermolecular 1,2-Diamination of Unactivated Alkenes Enabled by Iodine Catalysis
Minakata, Satoshi,Miwa, Hayato,Yamamoto, Kenya,Hirayama, Arata,Okumura, Sota
supporting information, p. 4112 - 4118 (2021/04/06)
The stereospecific, substrate (nitrogen source)-controlled intermolecular anti-and syn-1,2-diaminations of unactivated alkenes using the same catalysis (an iodine catalyst) is reported. The combined use of the two potential methods provides access to all of the disastereomeric forms of 1,2-diamines in spite of the availability of E-and Z-Alkenes, and the resulting products can be readily converted into free vicinal diamines.
Photocatalytic carbocarboxylation of styrenes with CO2for the synthesis of γ-aminobutyric esters
Hahm, Hyungwoo,Han, Min Su,Hong, Sukwon,Kim, Jiyun,Ryoo, Jeong Yup
, p. 6301 - 6312 (2021/07/28)
Metal-free photoredox-catalyzed carbocarboxylation of various styrenes with carbon dioxide (CO2) and amines to obtain γ-aminobutyric ester derivatives has been developed (up to 91% yield, 36 examples). The radical anion of (2,3,4,6)-3-benzyl-2,4,5,6-tetra(9H-carbazol-9-yl)benzonitrile (4CzBnBN) possessing a high reduction potential (?1.72 Vvs.saturated calomel electrode (SCE)) easily reduces both electron-donating and electron-withdrawing group-substituted styrenes.
Creation of Redox-Active PdSx Nanoparticles Inside the Defect Pores of MOF UiO-66 with Unique Semihydrogenation Catalytic Properties
Dong, Ming-Jie,Wang, Xuan,Wu, Chuan-De
, (2019/12/27)
Semihydrogenation of alkynes to produce alkenes is very important in the industry; however, over-hydrogenation heavily complicates the postprocesses, which are highly energy consuming and not environmentally friendly. One of the most efficient pathways to solve this challenging issue is to develop highly selective catalysts that could only hydrogenate alkynes and are inactive in hydrogenation of alkenes. This work presents herein an efficient catalyst, consisting of in situ created PdS0.53 nanoparticles as the redox-active sites inside the defect pores of metal–organic framework UiO-66, which demonstrates very high alkene selectivity (up to 99.5%) in semihydrogenation of easily over-hydrogenated terminal alkynes. In contrast to the traditional catalysts, strict control over the reaction time becomes the nonessential condition because the catalyst system is almost inactive in hydrogenation of alkenes. Therefore, this paradigm work provides a practically applicable pathway for the development of efficient catalysts with unique catalytic properties for selective semihydrogenation reactions.
Preparation method of tetrahydropyrrole compound
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Paragraph 0010; 0061; 0069-0073, (2020/12/09)
The invention discloses a preparation method of a tetrahydropyrrole compound. According to the preparation method, common easily available 3-methoxybenzaldehyde is used as an initial raw material, a compound 002 is obtained through a Wttig reaction, a cyc
Palladium-catalyzed proaromatic C(Alkenyl)-H olefination: Synthesis of densely functionalized 1,3-dienes
Wang, Yu-Chun,Huang, Yen-Hsiang,Tsai, Hung-Chang,Sidick Basha,Chou, Chih-Ming
supporting information, p. 6765 - 6770 (2020/09/15)
An example of proaromatic C(alkenyl)-H olefination is reported. This protocol utilized a free carboxylic acid as a directing group for C(alkenyl)-H activation of 1,4-cyclohexadiene and coupled with various alkenes. Direct and sequential bisolefinations of proaromatic acids were achieved. The synthetic applicability has been exhibited by [4 + 2] cycloaddition and decarboxylative aromatization of the resulting proaromatic 1,3-dienes. Additionally, several kinetic studies also have been carried out to elucidate the reaction mechanism.
