Tag: 100-200

Wang, Yuzhuo; Wang, Lei; Chen, Mingjie; Tu, Youshao; Liu, Yu; Zhang, Junliang published an article in 2021. The article was titled 《Palladium/Xu-Phos-catalyzed asymmetric carboamination towards isoxazolidines and pyrrolidines》, and you may find the article in Chemical Science.Product Details of 2398-37-0 The information in the text is summarized as follows:

An efficient palladium-catalyzed enantioselective carboamination reaction of N-Boc-O-homoallyl-hydroxylamines and N-Boc-pent-4-enylamines with aryl or alkenyl bromides was developed, delivering various substituted isoxazolidines I [R = H, Me; R1 = Ph, 3-thienyl, 2-naphthyl, etc.] and pyrrolidines II [R1 = 4-PhC6H4, 3,4-MeO2C6H3, 1-naphthyl, etc.; R2 = H, Me; R3 = Boc, Cbz] in good yields with up to 97% ee. The reaction featured mild conditions, general substrate scope and scalability. The obtained products could be transformed into chiral 1,3-aminoalc. derivatives without erosion of chirality. The newly identified Xu-Phos ligand bearing an ortho-OiPr group was responsible for the good yield and high enantioselectivity. In addition to this study using 1-Bromo-3-methoxybenzene, there are many other studies that have used 1-Bromo-3-methoxybenzene(cas: 2398-37-0Product Details of 2398-37-0) was used in this study.

1-Bromo-3-methoxybenzene(cas: 2398-37-0) can be used in chemical reaction as intermediates to obtain target materials such as dyes, pharmaceuticals, perfumes, photoinitiators and agrochemicals.Product Details of 2398-37-0

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Li, Shuangqing; Wang, Shuangshuang; Li, Juan; Qi, Yue; Wang, Chao; Zong, Lili; Tan, Choon-Hong published an article in 2021. The article was titled 《Monocationic Cinchoninium Catalyzed Asymmetric Oxohydroxylation of Enoates》, and you may find the article in ACS Catalysis.Electric Literature of C9H10O2 The information in the text is summarized as follows:

In this paper, asym. oxohydroxylation of α-alkyl enoates RCH=C(R1)C(O)OR2 (R = Me, cyclohexyl, furan-2-yl, etc.; R1 = Me, prop-2-en-1-yl, prop-2-yn-1-yl, Bn, etc.; RR1 = -(CH2)3-, -(CH2)4-; R2 = Et, Bn, 2-(4-methoxyphenyl)-2-oxoethyl) with potassium permanganate catalyzed by monocationic quaternary ammonium salts I (R3 = H, Bn, (2-bromo-3,5-di-tert-butylphenyl)methyl, [3,5-bis(3,5-di-tert-butylphenyl)phenyl]methyl, etc.; R4 = Br, F, CF3; R5 = F, CF3, [3,5-bis(trifluoromethyl)phenyl]methyl) derived from cinchona alkaloid is reported. A series of α-hydroxy-β-keto esters RC(O)C(R1)(OH)C(O)OR2 were obtained in up to 96% yield and 98% ee under user-friendly conditions. Synthetic application of oxohydroxylation was demonstrated in the synthesis of key chiral building blocks for thapsigargin and camptothecin synthesis. Control experiments indicated that, compared with tetrabutylammonium, monocationic chiral cinchoninium has a dramatic rate acceleration effect on catalytic permanganate oxidation After reading the article, we found that the author used 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Electric Literature of C9H10O2)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) is a non-natural aldehyde. It undergoes enantioselective Mukaiyama aldol reaction with silylketene acetal nucleophiles in the presence of C2-symmetric bis(oxazolinyl)pyridine Cu(II) complex (catalyst).Electric Literature of C9H10O2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Han, Xing-Wang; Zhang, Tao; Yao, Wei-Wei; Chen, Hao; Ye, Mengchun published their research in CCS Chemistry in 2021. The article was titled 《Nickel- and Bronsted acid-catalyzed redox-neutral coupling of 1,3-dienes and aldehydes for synthesis of dienols》.Category: ethers-buliding-blocks The article contains the following contents:

Dienols are important structural motifs in organic mols., but most of the traditional synthetic methods required multistep prefunctionalization of substrates, leading to stoichiometric waste and low atom economy. Herein, a redox-neutral coupling of simple 1,3-dienes and aldehydes via nickel and Bronsted acid dual catalysis, providing a highly atom-economical and byproduct-free route to various dienols with up to 94% yield and up to 50:1 EE/EZ ratio is reported. The use of 2-isopropoxyphenol as a Bronsted acid co-catalyst was critical to the reactivity and selectivity. The experimental process involved the reaction of 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Category: ethers-buliding-blocks)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) may be used in the following syntheses: (3S,5S)-methyl 6-benzyloxy-3,5-dihydroxyhexanoate ,(S)-5-benzyloxy-4-hydroxypentan-2-one, myxothiazols.Category: ethers-buliding-blocks

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Ning, Xiaoqin; Chen, Yongke; Hu, Fangdong; Xia, Ying published their research in Organic Letters in 2021. The article was titled 《Palladium-Catalyzed Carbene Coupling Reactions of Cyclobutanone N-Sulfonylhydrazones》.Related Products of 2398-37-0 The article contains the following contents:

Described herein are the palladium-catalyzed cross-coupling reactions of cyclobutanone-derived N-sulfonylhydrazones with aryl or benzyl halides, suggesting that the metal carbene process and β-hydride elimination can smoothly occur in strained ring systems. Structurally diversified products including cyclobutenes, methylenecyclobutanes, and conjugated dienes are selectively afforded in good to excellent yields. Preliminary success in asym. carbene coupling reactions in strained ring systems has been achieved, providing a promising route for the synthesis of enantioenriched four-membered-ring mols. The results came from multiple reactions, including the reaction of 1-Bromo-3-methoxybenzene(cas: 2398-37-0Related Products of 2398-37-0)

1-Bromo-3-methoxybenzene(cas: 2398-37-0) is a compound useful in organic synthesis and other chemical processes. It is an intermediate used for pharmaceuticals, perfumes and agrochemicals.Related Products of 2398-37-0

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Wang, Xing; Du, Ming-Hao; Xu, Han; Long, La-Sheng; Kong, Xiang-Jian; Zheng, Lan-Sun published their research in Inorganic Chemistry in 2021. The article was titled 《Cocrystallization of Chiral 3d-4f Clusters {Mn10Ln6} and {Mn6Ln2}》.Recommanded Product: 673-22-3 The article contains the following contents:

Cocrystn. of different metal nanoclusters facilitates the preparation of cluster-based nanomaterials with enhanced properties. Herein, two pairs of enantiomeric 3d-4f cocrystn. structures of clusters R/S-[Mn10Ln6] and R/S-[Mn6Ln2] (Ln = Dy for 1R and 1S, Y for 2R and 2S) have been reported. Compounds R/S-[Mn10Ln6][Mn6Ln2] exhibit a large optical activity and magneto-optic effect as verified by natural CD (NCD) and magnetic CD (MCD). In addition, a.c. magnetic measurements show that the chiral R/S-[Mn10Dy6][Mn6Dy2] cocrystn. structure displays slow magnetic relaxation with Ueff = 25.1 K. In addition to this study using 2-Hydroxy-4-methoxybenzaldehyde, there are many other studies that have used 2-Hydroxy-4-methoxybenzaldehyde(cas: 673-22-3Recommanded Product: 673-22-3) was used in this study.

2-Hydroxy-4-methoxybenzaldehyde(cas: 673-22-3) is employed in the synthesis of Schiff base ligand. It is applied as a reactant in the synthesis of LPA1R antagonists used in the inhibition of LPA-induced proliferation and contraction of normal human lung fibroblasts. Also used in the synthesis of tyrosine kinase 6 proteinase inhibitors.Recommanded Product: 673-22-3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Afailal, Zainab; Gil-Lalaguna, Noemi; Torrijos, Maria Teresa; Gonzalo, Alberto; Arauzo, Jesus; Sanchez, Jose Luis published their research in Energy & Fuels in 2021. The article was titled 《Antioxidant Additives Produced from Argan Shell Lignin Depolymerization》.Computed Properties of C7H8O2 The article contains the following contents:

The present work summarizes the results of an exptl. study focused on producing antioxidant additives for biofuels from argan shell lignin. The generation of this waste has noticeably increased in specific regions of Morocco as a result of the upward trend in the production of argan oil. Lignin extracted from argan shells via a semi-chem. pulping process was depolymerized under hydrothermal conditions in a stirred autoclave reactor at a temperature range of 250-350°C. Lignin conversion to phenolic compounds was conducted in subcritical water together with different reaction medium (H2, CO2, and HCOOH). The organic fraction in the aqueous liquid product was extracted and blended with biodiesel at a dosage of 1 wt % to evaluate its antioxidant potential. According to the obtained results, the biodiesel oxidation stability time was drastically improved up to 400%. The depolymerization temperature was observed as a critical factor in the antioxidant potential of the additives, showing a maximum value at 300°C, regardless of the reaction medium. An extensive characterization of the produced additives was performed. The phenolic monomers present in the produced additives were identified using gas chromatog.-mass spectrometry, finding a notable presence of catechol, especially in the additives obtained at 300°C, which led to the best results of biodiesel oxidation stability. Gel permeation chromatog. analyses of the additives also showed a well dissolution of relatively big mols. (up to 7000 Da) in biodiesel. More efforts are required to verify the actual antioxidant potential of these types of mols. The experimental part of the paper was very detailed, including the reaction process of m-Methoxyphenol(cas: 150-19-6Computed Properties of C7H8O2)

m-Methoxyphenol(cas: 150-19-6) may be used in synthesis of:C(4) symmetric calix[4]resorcinarene, 2-nitroso-5-methoxyphenol, 6-methoxy-2(3H)-benzoxazoloneComputed Properties of C7H8O2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Kato, Shota; Mizukami, Daichi; Sugai, Tomoya; Tsuda, Masashi; Fuwa, Haruhiko published their research in Chemical Science in 2021. The article was titled 《Total synthesis and complete configurational assignment of amphirionin-2》.Reference of 2-(Benzyloxy)acetaldehyde The article contains the following contents:

Herein the first total synthesis of amphirionin-2 and determination of its absolute configuration was disclosed. This synthesis featured an extensive use of cobalt-catalyzed Mukaiyama-type cyclization of γ-hydroxy olefins for stereoselective formation of all the THF rings found in the natural product and a late-stage Stille-type coupling for convergent assembly of the entire carbon backbone. Four candidate diastereomers of amphirionin-2 were synthesized in a unified, convergent manner and their spectroscopic/chromatog. properties were compared with those of the authentic material. The present study culminated in the reassignment of the C5/C7 relative configuration, assignment of the C12/C18 relative configuration, and determination of the absolute configuration of amphirionin-2. In the experimental materials used by the author, we found 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Reference of 2-(Benzyloxy)acetaldehyde)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) may be used in the following syntheses: (3S,5S)-methyl 6-benzyloxy-3,5-dihydroxyhexanoate ,(S)-5-benzyloxy-4-hydroxypentan-2-one, myxothiazols.Reference of 2-(Benzyloxy)acetaldehyde

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

《Open-Air Stereoselective Construction of C-Aryl Glycosides》 was published in Organic Letters in 2020. These research results belong to Lai, Mengnan; Othman, Karwan Abdulmajed; Yao, Hui; Wang, Qiuyuan; Feng, Yongkui; Huang, Nianyu; Liu, Mingguo; Zou, Kun. Safety of 3-Methoxyphenylboronic acid The article mentions the following:

A new methodol. of stereoselective C-glycosylation has been developed with 3,4-O-carbonate glycals and boronic acids, catalyzed by 1,2-bis(phenylsulfinyl)ethane palladium(II) acetate under open-air conditions at room temperature This mild method is simple in operation, wide in substrate range, and tolerant in alc./phenolic hydroxyl and amino groups. High to excellent yields were observed for all substrates tested, with the driving force mainly contributed by decarboxylation. Meanwhile, the high 1,4-trans-selectivity was achieved by steric effects as proposed. The experimental part of the paper was very detailed, including the reaction process of 3-Methoxyphenylboronic acid(cas: 10365-98-7Safety of 3-Methoxyphenylboronic acid)

3-Methoxyphenylboronic acid(cas: 10365-98-7) belongs to boronic acids. Boronic acids are mild Lewis acids which are generally stable and easy to handle, making them important to organic synthesis.Safety of 3-Methoxyphenylboronic acid

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

《The Tetraethylphosphorodiamidate (OP(O)(NEt2)2) Directed Metalation Group (DMG). Directed ortho and Lateral Metalation and the Phospha Anionic Fries Rearrangement》 was published in Organic Letters in 2020. These research results belong to Alessi, Manlio; Patel, Jignesh J.; Zumbansen, Kristina; Snieckus, Victor. Application In Synthesis of m-Methoxyphenol The article mentions the following:

We report on the tetraethylphosphorodiamidate (-OP(O)(NEt2)2) group as an effective directed metalation group (DMG). Directed ortho-lithiation-electrophile quench of ArOP(O)(NEt2)2 (1a-e; Ar = substituted Ph, 2-naphthyl) provides a general synthesis of ortho-substituted aryl and naphthyl phosphorodiamidates. We also describe the phospha anionic ortho-Fries (AoF) rearrangement of the phosphorodiamidates 1a,b, giving phosphonates 3-R-2-[P(O)(NEt2)2]C6H3OH its vinylogous counterpart to the ortho-tolyl phosphorodiamidates. Intermol. competition experiments demonstrate the approx. equal DMG strength of the -OP(O)(NEt2)2 and the most powerful OCONEt2 groups. In the experiment, the researchers used m-Methoxyphenol(cas: 150-19-6Application In Synthesis of m-Methoxyphenol)

m-Methoxyphenol(cas: 150-19-6) may be used in synthesis of:C(4) symmetric calix[4]resorcinarene, 2-nitroso-5-methoxyphenol, 6-methoxy-2(3H)-benzoxazoloneApplication In Synthesis of m-Methoxyphenol

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

The author of 《Modular Syntheses of Phenanthroindolizidine Natural Products》 were Jo, Young-In; Burke, Martin D.; Cheon, Cheol-Hong. And the article was published in Organic Letters in 2019. Application of 10365-98-7 The author mentioned the following in the article:

A highly concise strategy for the total synthesis of phenanthroindolizidines was developed. The one-pot iterative Suzuki-Miyaura reaction of aryl boronic acids with ortho-bromoaryl N-methyliminodiacetate (MIDA) boronate followed by a second Suzuki-Miyaura reaction with a suitable pyridyl bromide provided ortho-aza-terphenyls. Subsequent saturation of the triple bond, treatment with mesyl chloride, and reduction of the resulting dihydroindolizidinium ring afforded the hexahydroindolizines. A final vanadium-catalyzed oxidative electrocyclization provided the desired alkaloids in only three column-separation operations.3-Methoxyphenylboronic acid(cas: 10365-98-7Application of 10365-98-7) was used in this study.

3-Methoxyphenylboronic acid(cas: 10365-98-7) belongs to boronic acids. Boronic acids are mild Lewis acids which are generally stable and easy to handle, making them important to organic synthesis.Application of 10365-98-7

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem