Tag: 361.6842

Acid-mediated decarboxylative C-H coupling between arenes and O-allyl carbamates was written by Loro, Camilla;Oble, Julie;Foschi, Francesca;Papis, Marta;Beccalli, Egle M.;Giofre, Sabrina;Poli, Giovanni;Broggini, Gianluigi. And the article was included in Organic Chemistry Frontiers in 2022.Recommanded Product: 34946-82-2 This article mentions the following:

Treatment of O-allyl N-tosyl carbamates RNHC(O)OC(R₁)(R₂)(CH₂)nCH=CHR₃ (R = Ts, o-Ns; R₁ = R₂ = R₃ = H, Me; n = 0, 1) with aromatic compounds ArH (Ar = 2,4,6-trimethylphenyl, 2-methylphenyl, 1,3,5-triethylphenyl, etc.) of Cu(OTf)₂ or TMSOTf as promoters affords N-substituted 1-arylpropan-2-amines ArCH₂CH(CH₃)NHR₃, 1,2- or 1,1-diarylpropanes I, or indanes II (R₄ = R₅ = H, Me), depending on the nature of the promoter and of aryl substrates. A full mechanistic rational allowing appreciation of the outcome of these novel C-H based cascades is proposed. An initial acid promoted decarboxylative/deamidative Friedel-Crafts allylation takes place. After protonation of the allylated arene, evolution of the resulting cation may follow different paths depending on the nature of the arene partner and of the allyl moiety in the carbamate. In the experiment, the researchers used many compounds, for example, Copper(II) trifluoromethanesulfonate (cas: 34946-82-2Recommanded Product: 34946-82-2).

Copper(II) trifluoromethanesulfonate (cas: 34946-82-2) belongs to copper catalysts. Copper catalyst has received great attention owing to the low toxicity and low cost. These ligands enable the reaction promoted in mild condition. The reaction scope has also been greatly expanded, rendering this copper-based cross-coupling attractive for both academia and industry. Recommanded Product: 34946-82-2

Referemce:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

Copper oxidation chemistry using a 19-iminopyridine-bearing steroidal ligand: (i) C5-C6 olefin difunctionalization and (ii) C1β-hydroxylation/C19-peroxidation was written by Offei, Samuel D.;Arman, Hadi D.;Yoshimoto, Francis K.. And the article was included in Steroids in 2022.Reference of 34946-82-2 This article mentions the following:

In this study, a 19-imino pyridine DHEA derivative was synthesized and was treated with copper nitrate and hydrogen peroxide. Results showed the difunctionalization of an olefin for δ-5 steroid substrates to yield a 5-β-hydroxylated 6-α-nitrate ester product. In contrast, for 19-imino pyridine precursors with a 5-α-androstane steroid backbone, a 1-β-hydroxylation and 19-peroxidation occurred to yield a 1-β-hydroxylated 19-imidoperoxoic acid product I. In the experiment, the researchers used many compounds, for example, Copper(II) trifluoromethanesulfonate (cas: 34946-82-2Reference of 34946-82-2).

Copper(II) trifluoromethanesulfonate (cas: 34946-82-2) belongs to copper catalysts. Copper catalyst has received great attention owing to the low toxicity and low cost. Due to these characteristics, copper nanoparticles have generated a great deal of interest especially in the field of catalysis. Reference of 34946-82-2

Referemce:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

Kilogram-Scale Synthesis of 2′-C-Methyl-arabino-Uridine from Uridine via Dynamic Selective Dipivaloylation was written by Chung, John Y. L.;Kassim, Amude M.;Simmons, Bryon;Davis, Tyler A.;Song, Zhiguo J.;Limanto, John;Dalby, Stephen M.;He, Cyndi Q.;Calabria, Ralph;Wright, Timothy J.;Campeau, Louis-Charles. And the article was included in Organic Process Research & Development in 2022.Application In Synthesis of Copper(II) trifluoromethanesulfonate This article mentions the following:

We report a practical 3′,5′-diprotection strategy suitable for the kilogram-scale preparation of 2′-C-methyl-arabino-uridine, a key intermediate in the synthesis of the HCV NS5B inhibitor uprifosbuvir. Starting from uridine, dipivaloylation afforded an ~2:1 mixture of 3′,5′- and 2′,5′-dipivaloyluridine. Subjecting this mixture to TEMPO/bleach oxidation promoted a dynamic acylation migration-selective oxidation to afford the 2′-ketone in 65% yield. Alternatively, treatment with 1 equiv of BF₃ etherate led to the crystallization-driven equilibration and precipitation of 3′,5′-dipivaloyluridine·BF₃ complex in a >50:1 ratio. After salt break, this mixture was oxidized in the presence of TEMPO/AcOOH to afford the 2′-ketone in 90% yield. Subsequent α-facial-selective methylation with MeMgBr/MnCl₂ afforded 3′,5′-dipivaloylated 2′-C-methyl-arabino-uridine. This three-step process was successfully demonstrated on a multi-kilogram scale to afford the key intermediate for the manufacture of uprifosbuvir. In the experiment, the researchers used many compounds, for example, Copper(II) trifluoromethanesulfonate (cas: 34946-82-2Application In Synthesis of Copper(II) trifluoromethanesulfonate).

Copper(II) trifluoromethanesulfonate (cas: 34946-82-2) belongs to copper catalysts. Transition metal-catalyzed chemical transformation of organic electrophiles and organometallic reagents belong to the most important cross-coupling reaction in organic synthesis. Due to these characteristics, copper nanoparticles have generated a great deal of interest especially in the field of catalysis. Application In Synthesis of Copper(II) trifluoromethanesulfonate

Referemce:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

Copper-catalyzed asymmetric 1,6-conjugate addition of in situ generated para-quinone methides with β-ketoesters was written by Wang, Yi-Feng;Wang, Chao-Jie;Feng, Qing-Zhou;Zhai, Jing-Jing;Qi, Suo-Suo;Zhong, Ai-Guo;Chu, Ming-Ming;Xu, Dan-Qian. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2022.Recommanded Product: 34946-82-2 This article mentions the following:

A Cu-catalyzed asym. 1,6-conjugate addition of in situ generated para-quinone methides (p-QMs) with β-ketoester has been developed to construct a ketoester skeleton bearing an adjacent tertiary-quaternary carbon stereocenter in good yields and high enantioselectivities. This is the first example of metal-catalyzed asym. transformations of the in situ generated p-QMs, avoiding using pre-synthesized p-QMs requiring bulky 2,6-substitutions and highlighting a new dual catalytic activation with the chiral bis(oxazoline)-metal complex acting as a normal Lewis acid to activate the β-ketoesters and a source of Bronsted acid responsible for generating the p-QMs in situ. In the experiment, the researchers used many compounds, for example, Copper(II) trifluoromethanesulfonate (cas: 34946-82-2Recommanded Product: 34946-82-2).

Copper(II) trifluoromethanesulfonate (cas: 34946-82-2) belongs to copper catalysts. The applications of Copper-based nanoparticles have received great attention due to low toxicity and inexpensive, earth-abundant. The copper-mediated C-C, C-O, C-N, and C-S bond formation is a part of one oldest reaction, emphasizing the Ullmann cross-coupling reaction.Recommanded Product: 34946-82-2

Referemce:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

Preparation of Thioaminals in Water was written by Cavaca, Lidia A. S.;Gomes, Rafael F. A.;Afonso, Carlos A. M.. And the article was included in Molecules in 2022.Reference of 34946-82-2 This article mentions the following:

In this work, the formation of thioaminals RSCH(R¹)N(R²)(R³) [R = Ph, benzyl, Pr, etc.; R¹ = furan-2-yl, Ph, 4-bromophenyl, etc. ; R² = benzyl; R³ = benzyl ; R²R³ = -(CH₂)₅-, -(CH₂)₂O(CH₂)₂-, -(CH₂)₂N(CH₃)(CH₂)₂-] in water promoted by copper(II) triflate was described. In the experiment, the researchers used many compounds, for example, Copper(II) trifluoromethanesulfonate (cas: 34946-82-2Reference of 34946-82-2).

Copper(II) trifluoromethanesulfonate (cas: 34946-82-2) belongs to copper catalysts. The applications of Copper-based nanoparticles have received great attention due to the earth-abundant, inexpensive and low toxicity. Copper nanoparticles can also catalyze the coupling reaction of phenols, thiols, xanthogenates, nitrogen-containing nucleophiles, selenium ruthenium nucleophiles and the like.Reference of 34946-82-2

Referemce:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

Asymmetric synthesis of chiral imidazolidines by merging copper and visible light-induced photoredox catalysis was written by Dai, Linlong;Zhu, Qiaohong;Zeng, Jie;Liu, Yuheng;Zhong, Guofu;Han, Xiaoyu;Zeng, Xiaofei. And the article was included in Organic Chemistry Frontiers in 2022.Related Products of 34946-82-2 This article mentions the following:

An effective chiral bisoxazoline copper-induced and photoredox-catalyzed strategy for the synthesis of chiral imidazolidines based on the decarboxylative radical coupling/cyclization reaction of simple glycine derivatives, aldehydes and imines was reported. Various imidazolidines were conditionally accessed with high yields (up to 96%) and enantioselectivities (up to 95% ee). Furthermore, this strategy could also be applied in the synthesis of chiral vicinal diamines by varying the reaction conditions. In the experiment, the researchers used many compounds, for example, Copper(II) trifluoromethanesulfonate (cas: 34946-82-2Related Products of 34946-82-2).

Copper(II) trifluoromethanesulfonate (cas: 34946-82-2) belongs to copper catalysts. The applications of Copper-based nanoparticles have received great attention due to low toxicity and inexpensive, earth-abundant. Copper nanoparticles can also catalyze the coupling reaction of phenols, thiols, xanthogenates, nitrogen-containing nucleophiles, selenium ruthenium nucleophiles and the like.Related Products of 34946-82-2

Referemce:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

Polymer-stretching photoluminescent regulation by doping a single fluorescent molecule was written by Gu, Fan;Li, Yuanhao;Jiang, Tao;Su, Jianhua;Ma, Xiang. And the article was included in CCS Chemistry in 2022.Recommanded Product: Copper(II) trifluoromethanesulfonate This article mentions the following:

Photoluminescent materials play an essential part in the application of polymer systems. However, intrinsic polymer systems have rarely been intuitively interpreted based on photoluminescent regulation. A novel photoluminescent mechanism called vibration-induced emission (VIE) has recently garnered considerable attention due to its multicolor fluorescence from a single mol. entity. Based on the unique fluorescent properties of VIE mols., we have doped 9,14-diphenyl-9,14-dihydrodibenzo[a, c]-phenazine (DPAC) and its derivative DPAC11-carbonitrile in two stretchable polymers, poly (ε-caprolactone) and ethylene vinyl acetate (EVA) copolymer, to explore the important relationship between luminophores and polymer systems. This research focuses on the multicolor photoluminescence of the blend films that result from stretching exertions and temperature responses. The successive conformational alterations of VIE mols. endow continuous photoluminescent changes. Meanwhile, the multicolor variations also provide specific visual evidence regarding the amplified tensile stresses and microstructural changes in the polymer. This demonstration therefore provides advantageous insight into the development of functional optical materials. In the experiment, the researchers used many compounds, for example, Copper(II) trifluoromethanesulfonate (cas: 34946-82-2Recommanded Product: Copper(II) trifluoromethanesulfonate).

Copper(II) trifluoromethanesulfonate (cas: 34946-82-2) belongs to copper catalysts. The applications of Copper-based nanoparticles have received great attention due to the earth-abundant, inexpensive and low toxicity. These ligands enable the reaction promoted in mild condition. The reaction scope has also been greatly expanded, rendering this copper-based cross-coupling attractive for both academia and industry. Recommanded Product: Copper(II) trifluoromethanesulfonate

Referemce:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

Silylium-Ion-Promoted Skeletal Reorganization of β-Silylated Cyclopropanes Bearing an Allyl Group at the Silicon Atom Coupled with Intermolecular Formation of a Quaternary Carbon Atom was written by Long, Peng-Wei;Wang, Guoqiang;Klare, Hendrik F. T.;Oestreich, Martin. And the article was included in ACS Catalysis in 2022.Application In Synthesis of Copper(II) trifluoromethanesulfonate This article mentions the following:

A highly selective cationic rearrangement of β-silylated cyclopropanes bearing an allyl group at the Si atom is reported. The reaction cascade is initiated by trityl-cation-mediated deallylation to preferentially yield one of two diastereomeric cyclopropane-stabilized silylium ions. This is the starting point for a concerted [1,2]-hydride shift/ring expansion driven by the release of ring strain of the cyclopropane ring. The resulting tertiary carbenium ion is then captured by an intermol. Si-to-C allyl transfer from another precursor mol. By this, a quaternary C atom is formed. The computed reaction mechanism is fully consistent with the exptl. findings. In the experiment, the researchers used many compounds, for example, Copper(II) trifluoromethanesulfonate (cas: 34946-82-2Application In Synthesis of Copper(II) trifluoromethanesulfonate).

Copper(II) trifluoromethanesulfonate (cas: 34946-82-2) belongs to copper catalysts. Copper has continued to be one of the most utilized and important transition metal catalysts in synthetic organic chemistry. Copper nanoparticles can also catalyze the coupling reaction of phenols, thiols, xanthogenates, nitrogen-containing nucleophiles, selenium ruthenium nucleophiles and the like.Application In Synthesis of Copper(II) trifluoromethanesulfonate

Referemce:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

Catalytic Enantioselective Synthesis of 4-Amino-5-aryltetrahydro-1H-benzo[c]azepines by an Aminoarylation Reaction was written by Akhtar, Sk Samim Md;Hajra, Saumen. And the article was included in Synlett.Name: Copper(II) trifluoromethanesulfonate This article mentions the following:

A one-pot asym. aminoarylation reaction has been executed for the synthesis of trans-4-amino-5-aryltetrahydrobenzo[c]azepines with excellent diastereo- and enantioselectivity (dr > 99: 1; ee ≤97%). The reaction progresses through aziridination of prochiral N-tosyl-N-cinnamylbenzylamines, followed by an intramol. 7-endo-tet Friedel-Crafts cyclization of the tethered aziridines generated in situ, where the combination of Cu(OTf)₂ as a catalyst and PhINNs as a nitrene source was found to be effective. A chiral indenyl bis(oxazoline) was shown to be an efficient ligand for the catalytic enantioselective version of this one-pot transformation. This 7-endo-tetcyclization is contrary to the Baldwin cyclization rules. In the experiment, the researchers used many compounds, for example, Copper(II) trifluoromethanesulfonate (cas: 34946-82-2Name: Copper(II) trifluoromethanesulfonate).

Copper(II) trifluoromethanesulfonate (cas: 34946-82-2) belongs to copper catalysts. Transition metal-catalyzed chemical transformation of organic electrophiles and organometallic reagents belong to the most important cross-coupling reaction in organic synthesis. These ligands enable the reaction promoted in mild condition. The reaction scope has also been greatly expanded, rendering this copper-based cross-coupling attractive for both academia and industry. Name: Copper(II) trifluoromethanesulfonate

Referemce:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

Acid-Catalyzed Decomposition of O-Silylated α-Diazo-β-hydroxy Esters: Access to Mixed Monosilyl Acetals was written by Rouzier, Florian;Montiege, Ophelie;Lhoste, Jerome;Gaulon-Nourry, Catherine;Castanet, Anne-Sophie;Chany, Anne-Caroline. And the article was included in Journal of Organic Chemistry in 2022.Synthetic Route of C2CuF6O6S2 This article mentions the following:

Acid-catalyzed decomposition of diazocarbonyl compounds triggers a wide range of transformations leading to synthetically useful building blocks with high diversity. In this field, the chem. of α-diazo-β-hydroxy ester substrates is largely dominated by migration processes. The authors describe herein a new approach to original mixed monosilyl acetals from O-protected α-diazo-β-hydroxy-β-aryl esters and alcs., catalyzed by trimethylsilyl trifluoromethanesulfonate (TMSOTf). The ratio between these original mixed acetals, the sym. acetals, and the migration products fluctuates depending on the catalyst, the nature of the alcs., and the substituent on the aromatic ring. Fifty-six examples are reported herein with yields up to 71% and diastereoselectivity up to 6:1. Such mixed monosilyl acetals constitute a synthetic equivalent of α-substituted β-oxoesters with high potential for further transformations. In the experiment, the researchers used many compounds, for example, Copper(II) trifluoromethanesulfonate (cas: 34946-82-2Synthetic Route of C2CuF6O6S2).

Copper(II) trifluoromethanesulfonate (cas: 34946-82-2) belongs to copper catalysts. The evolution of transition metal catalysts has attained a stage of civilization that authorizes for an extensive scope of chemical bonds formation partners to be combined efficiently. Due to these characteristics, copper nanoparticles have generated a great deal of interest especially in the field of catalysis. Synthetic Route of C2CuF6O6S2

Referemce:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”