Category: 126456-43-7

《Palladium-Catalyzed [3 + 2] Cycloaddition via Twofold 1,3-C(sp3)-H Activation》 was written by Park, Hojoon; Yu, Jin-Quan. Synthetic Route of C9H11NO And the article was included in Journal of the American Chemical Society in 2020. The article conveys some information:

Cycloaddition reactions provide an expeditious route to construct ring systems in a highly convergent and stereoselective manner. For a typical cycloaddition reaction to occur, however, the installation of multiple reactive functional groups (π-bonds, leaving group, etc.) is required within the substrates, compromising the overall efficiency or scope of the cycloaddition reaction. Here, we report a palladium-catalyzed [3 + 2] reaction that utilizes twofold C(sp3)-H activation to generate the three-carbon unit for formal cycloaddition The initial β-C(sp3)-H activation of aliphatic amide, followed by maleimide insertion, triggers a relayed, second C(sp3)-H activation to complete a formal [3 + 2] cycloaddition The key to success was the use of weakly coordinating amide as the directing group, as previous studies have shown that Heck or alkylation pathways are preferred when stronger-coordinating directing groups are used with maleimide coupling partners [e.g., N,N-dimethylpivalamide + N-(4-nitrophenyl)maleimide → I (87%, dr 6:1)]. To promote the amide-directed C(sp3)-H activation step, the use of pyridine-3-sulfonic acid ligands is crucial. This method is compatible with a wide range of amide substrates, including lactams, which lead to spiro-bicyclic products. The [3 + 2] product is also shown to undergo a reductive desymmetrization process to access chiral cyclopentane bearing multiple stereocenters with excellent enantioselectivity. In the experiment, the researchers used (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7Synthetic Route of C9H11NO)

(1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7) belongs to anime. Examples of direct uses of amines and their salts are as corrosion inhibitors in boilers and in lubricating oils (morpholine), as antioxidants for rubber and roofing asphalt (diarylamines), as stabilizers for cellulose nitrate explosives (diphenylamine), as protectants against damage from gamma radiation (diarylamines), as developers in photography (aromatic diamines), as flotation agents in mining, as anticling and waterproofing agents for textiles, as fabric softeners, in paper coating, and for solubilizing herbicides.Synthetic Route of C9H11NO

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HPLC of Formula: 126456-43-7In 2020 ,《CuII/TEMPO-Catalyzed Enantioselective C(sp3)-H Alkynylation of Tertiary Cyclic Amines through Shono-Type Oxidation》 was published in Angewandte Chemie, International Edition. The article was written by Gao, Pei-Sen; Weng, Xin-Jun; Wang, Zhen-Hua; Zheng, Chao; Sun, Bing; Chen, Zhi-Hao; You, Shu-Li; Mei, Tian-Sheng. The article contains the following contents:

A novel strategy for asym. Shono-type oxidative cross-coupling has been developed by merging copper catalysis and electrochem., affording C1-alkynylated tetrahydroisoquinolines with good to excellent enantioselectivity. The use of TEMPO as a co-catalytic redox mediator is crucial not only for oxidizing a tetrahydroisoquinoline to an iminium ion species but also for decreasing the oxidation potential of the reaction. A novel bisoxazoline ligand is also reported. The results came from multiple reactions, including the reaction of (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7HPLC of Formula: 126456-43-7)

(1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7) belongs to anime. Primary amines having a tertiary alkyl group (R3CNH2) are difficult to prepare with most methods but are made industrially by the Ritter reaction. In this method a tertiary alcohol reacts with hydrogen cyanide (HCN) in the presence of a concentrated strong acid; a formamide, RNH―CHO, is formed first, which then undergoes hydrolysis.HPLC of Formula: 126456-43-7

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Sietmann, Jan; Ong, Mike; Mueck-Lichtenfeld, Christian; Daniliuc, Constantin G.; Wahl, Johannes M. published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《Desymmetrization of Prochiral Cyclobutanones via Nitrogen Insertion: A Concise Route to Chiral γ-Lactams》.Product Details of 126456-43-7 The article contains the following contents:

Asym. access to γ-lactams is achieved via a cyclobutanone ring expansion using widely available (1S,2R)-1-amino-2-indanol for chiral induction. Mechanistic anal. of the key N,O-ketal rearrangement reveals a Curtin-Hammett scenario, which enables a downstream stereo induction (up to 88:12 dr) and is corroborated by spectroscopic, crystallog., and computational studies. In combination with an easy deprotection protocol, this operationally simple sequence allows the synthesis of a range of optically pure γ-lactams, including those bearing all-carbon quaternary stereocenters. In addition, the formal synthesis of drug mols. baclofen, brivaracetam, and pregabalin further demonstrates the synthetic utility and highlights the general applicability of the presented method. In the experimental materials used by the author, we found (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7Product Details of 126456-43-7)

(1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7) belongs to anime. To avoid the problem of multiple alkylation, methods have been devised for “blocking” substitution so that only one alkyl group is introduced. The Gabriel synthesis is one such method; it utilizes phthalimide, C6H4(CO)2NH, whose one acidic hydrogen atom has been removed upon the addition of a base such as KOH to form a salt.Product Details of 126456-43-7

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《Titanium Salen Complexes with Appended Silver NHC Groups as Nucleophilic Carbene Reservoir for Cooperative Asymmetric Lewis Acid/NHC Catalysis》 was written by Latendorf, Katja; Mechler, Melanie; Schamne, Irina; Mack, Daniel; Frey, Wolfgang; Peters, Rene. COA of Formula: C9H11NOThis research focused ontitanium salen complex silver NHC preparation asym dimerization catalyst. The article conveys some information:

Lewis acid catalysis and nucleophilic carbene catalysis are complementary fundamental concepts to accelerate and control chem. reactions of aldehyde substrates. Their efficient merger has recently been achieved using two sep. catalyst species. The present report describes our efforts to develop a cooperative catalyst system which incorporates both features – Lewis acid and nucleophilic NHC – within the same catalyst entity. To generate free carbene moieties under very mild conditions, Ag-NHC complexes were formed releasing the nucleophilic carbene upon treatment with PPh3. The result is the formation of an enol-δ-lactone as new enal dimerization product. Silver is essential for the reactivity mode thus suggesting that it plays a double role in the catalytic event. In addition to this study using (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol, there are many other studies that have used (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7COA of Formula: C9H11NO) was used in this study.

(1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7) belongs to anime. Nitrous acid converts secondary amines (aliphatic or aromatic) to N-nitroso compounds (nitrosamines): R2NH + HNO2 → R2N―NO. Some nitrosamines are potent cancer-inducing substances, and their possible formation is a serious consideration when nitrites, which are salts of nitrous acid, are present in foods or pharmaceutical preparations. Tertiary amines give rise to nitrosamines more slowly; an alkyl group is eliminated as an aldehyde or ketone, along with nitrous oxide, N2O.COA of Formula: C9H11NO

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The author of 《Polyfunctional Bis-Lewis-Acid-/Bis-Triazolium Catalysts for Stereoselective 1,4-Additions of 2-Oxindoles to Maleimides》 were Schmid, Juliane; Junge, Thorsten; Lang, Johannes; Frey, Wolfgang; Peters, Rene. And the article was published in Angewandte Chemie, International Edition in 2019. Reference of (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol The author mentioned the following in the article:

A novel type of polyfunctional catalyst, which contains Lewis acidic cobalt centers and triazolium moieties was developed. This catalyst type enabled highly enantio- and diastereoselective synthesis of substituted indoles I [R1 = H, Boc; R2 = Me, CH2C6H11, Bn, etc.; R3 = H, 5-Me, 5-Br, etc.] via direct 1,4-additions of 3-substituted oxindoles to maleimides with generation of two adjacent stereocenters. After use, the catalyst could be readily recycled by precipitation and used again with similar efficiency. Based on kinetic studies, a cooperative mode of action was very likely. Control experiments revealed the necessity of the triazolium rings for high stereoselectivity, which was explained by hydrogen-bond activation. The experimental part of the paper was very detailed, including the reaction process of (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7Reference of (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol)

(1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7) belongs to anime. Aniline, ethanolamines, and several other amines are major industrial commodities used in making rubber, dyes, pharmaceuticals, and synthetic resins and fibres and for a host of other applications. Most of the numerous methods for the preparation of amines may be broadly divided into two groups: (1) chemical reduction (replacement of oxygen with hydrogen atoms in the molecule) of members of several other classes of organic nitrogen compounds and (2) reactions of ammonia or amines with organic compounds.Reference of (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol

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《Cu-catalyzed enantioselective alkylarylation of vinylarenes enabled by chiral binaphthyl-BOX hybrid ligands》 was written by Sakurai, Shunya; Matsumoto, Akira; Kano, Taichi; Maruoka, Keiji. Related Products of 126456-43-7This research focused onvinylarene enantioselective alkylarylation; copper chiral binaphthyl BOX hybrid ligand catalysis. The article conveys some information:

Transition-metal-catalyzed radical relay coupling reactions have recently emerged as one of the most powerful methods to achieve difunctionalization of olefins. However, there has been limited success in applying this method to asym. catalysis using an effective chiral ligand. Herein we report the Cu-catalyzed enantioselective alkylarylation of vinylarenes using alkylsilyl peroxides as alkyl radical sources. This reaction proceeds under practical reaction conditions and affords chiral 1,1-diarylalkane structures that are found in a variety of bioactive mols. Notably, a highly enantioselective reaction was accomplished by combining chiral bis(oxazoline) ligands with chiral binaphthyl scaffolds. In the experiment, the researchers used (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7Related Products of 126456-43-7)

(1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7) belongs to anime. The methylamines occur in small amounts in some plants. Many polyfunctional amines (i.e., those having other functional groups in the molecule) occur as alkaloids in plants—for example, mescaline, 2-(3,4,5-trimethoxyphenyl)ethylamine; the cyclic amines nicotine, atropine, morphine, and cocaine; and the quaternary salt choline, N-(2-hydroxyethyl)trimethylammonium chloride, which is present in nerve synapses and in plant and animal cells.Related Products of 126456-43-7

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《Helix-Sense-Selective Synthesis of Right- and Left-Handed Helical Luminescent Poly(diphenylacetylene)s with Memory of the Macromolecular Helicity and Their Helical Structures》 was written by Maeda, Katsuhiro; Nozaki, Mai; Hashimoto, Kengo; Shimomura, Kouhei; Hirose, Daisuke; Nishimura, Tatsuya; Watanabe, Go; Yashima, Eiji. Category: alcohols-buliding-blocks And the article was included in Journal of the American Chemical Society in 2020. The article conveys some information:

Sym. substituted poly(diphenylacetylene) (PDPA) bearing carboxy pendants was found to fold into a one-handed helix upon thermal annealing with nonracemic amines in water accompanied by chiral amplification of the helicity. The induced right- or left-handed helical PDPA was retained (memorized) after complete removal of the chiral amines, thus producing a one-handed helical circularly polarized luminescent PDPA in a helix-sense-selective manner. The helical PDPA with static helicity memory is tolerant toward modification of carboxy pendants, providing functional PDPAs with an optical activity solely due to macromol. helicity. The PDPA and its derivatives before and after the one-handed helicity induction and its subsequent memory of the helicity, exhibited well-resolved very simple 1H and 13C NMR and Raman spectra, whose spectral patterns are virtually identical independent of the helical sense bias. Based on the 1H and 13C NMR, IR, Raman, and vibrational and electronic CD spectral measurement results, combined with theor. calculations, the key structural features (cis or trans and cisoid or transoid) of the PDPA, as well as its helix inversion barrier and absolute handedness (right- or left-handed helix) and helix-sense excess of the one-handed helical PDPA and its derivatives with static helicity memory, were determined As a result, almost complete right- and left-handed helical cis-transoidal PDPAs with 98% helix-sense excess were successfully obtained using noncovalent helicity induction and memory strategy. The experimental part of the paper was very detailed, including the reaction process of (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7Category: alcohols-buliding-blocks)

(1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7) belongs to anime. Amines have a free lone pair with which they can coordinate to metal centers. Amine–metal bonds are weaker because amines are incapable of backbonding, but they are still important for sensing applications.While stronger than hydrogen bonds, amine–metal bonds are still weaker than both covalent and ionic bonds.Category: alcohols-buliding-blocks

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In 2022,Nicolai, Stefano; Waser, Jerome published an article in Angewandte Chemie, International Edition. The title of the article was 《(4+3) Annulation of Donor-Acceptor Cyclopropanes and Azadienes: Highly Stereoselective Synthesis of Azepanones》.SDS of cas: 126456-43-7 The author mentioned the following in the article:

Herein, the Lewis acid catalyzed (4+3) annulative addition of aryl and amino donor-acceptor cyclopropanes with 2-aza-1,3-dienes were reported. Densely substituted azepane derivatives were obtained in good to excellent yields and with high diastereoselectivity. The reaction occurred under mild conditions with ytterbium triflate as the catalyst. The use of copper triflate with a trisoxazoline (Tox) ligand led to an enantioselective transformation. The obtained cycloadducts were convenient substrates for a series of further modifications, showing the synthetic utility of these compounds In the experimental materials used by the author, we found (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7SDS of cas: 126456-43-7)

(1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7) belongs to anime. To avoid the problem of multiple alkylation, methods have been devised for “blocking” substitution so that only one alkyl group is introduced. The Gabriel synthesis is one such method; it utilizes phthalimide, C6H4(CO)2NH, whose one acidic hydrogen atom has been removed upon the addition of a base such as KOH to form a salt.SDS of cas: 126456-43-7

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In 2018,Yamamoto, Takeshi; Murakami, Ryo; Komatsu, Satoko; Suginome, Michinori published 《Chirality-Amplifying, Dynamic Induction of Single-Handed Helix by Chiral Guests to Macromolecular Chiral Catalysts Bearing Boronyl Pendants as Receptor Sites》.Journal of the American Chemical Society published the findings.Formula: C9H11NO The information in the text is summarized as follows:

Helical chirality of poly(quinoxaline-2,3-diyl)s bearing a boronyl pendant at the 5-position of the quinoxaline ring was induced by condensation with chiral guests such as a diol, diamine, and amino alc. Reversible induction of a single-handed helical structure was achieved by using less than an equimolar amount of chiral amino alcs. to the boronyl pendants. Majority-rule-effect-based chiral amplification on the polyquinoxaline main chain was demonstrated with chiral amino alcs. with low enantiomeric excess (ee). The helical macromol. scaffold whose helicity was thus induced was utilized in palladium-catalyzed asym. silaboration of meso-methylenecyclopropane (up to 92% ee) by introducing (diarylphosphino)phenyl pendants at their side chains. In the experiment, the researchers used (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7Formula: C9H11NO)

(1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7) belongs to anime. Amines characteristically form salts with acids; a hydrogen ion, H+, adds to the nitrogen. With the strong mineral acids (e.g., H2SO4, HNO3, and HCl), the reaction is vigorous. Salt formation is instantly reversed by strong bases such as NaOH. Neutral electrophiles (compounds attracted to regions of negative charge) also react with amines; alkyl halides (R′X) and analogous alkylating agents are important examples of electrophilic reagents.Formula: C9H11NO

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Safety of (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-olIn 2022 ,《Stereoselective Helix-Sense-Selective Cationic Polymerization of N-Vinylcarbazole Using Chiral Lewis Acid Catalysis》 was published in Journal of the American Chemical Society. The article was written by Sorensen, Cole C.; Leibfarth, Frank A.. The article contains the following contents:

Helical polymers with a defined main-chain atropoisomeric conformation are important materials in high value applications such as nonlinear optics and chiral separations Currently, no methods exist for the cationic helix-sense-selective polymerization of prochiral vinyl monomers, which limits access to a number of potentially valuable optically active helical polymers. Here, we demonstrate the first stereoselective cationic helix-sense-selective polymerization of a prochiral vinyl monomer, which provides access to optically active helixes of poly(N-vinylcarbazole). Chiral bis(oxazoline)-scandium Lewis acids serve as chiral counterions to polymerize N-vinylcarbazole into highly isotactic (up to 94% meso triads) polymers. Mechanistic investigations uncovered the distinct phenomenon that are responsible for independent control of conformational (i.e., helicity) and configurational (i.e., tacticity) stereochem. Polymer helicity was strongly influenced by the stereoselectivity of the first monomer propagation, whereas polymer tacticity was dictated by the thermodynamically controlled conformation of the growing polymer chain end. Overall, this method expands the suite of accessible helical polymers through helix-sense-selective polymerization and provides mechanistic insight into how polymer tacticity and helicity can be controlled independently. The experimental process involved the reaction of (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7Safety of (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol)

(1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7) belongs to anime. Milder oxidation, using reagents such as NaOCl, can remove four hydrogen atoms from primary amines of the type RCH2NH2 to form nitriles (R―C≡N), and oxidation with reagents such as MnO2 can remove two hydrogen atoms from secondary amines (R2CH―NHR′) to form imines (R2C=NR′). Tertiary amines can be oxidized to enamines (R2C=CHNR2) by a variety of reagents.Safety of (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol

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