Month: October 2022

《Dialkylation of 1,3-Dienes by Dual Photoredox and Chromium Catalysis》 was written by Schwarz, J. Luca; Huang, Huan-Ming; Paulisch, Tiffany O.; Glorius, Frank. HPLC of Formula: 60656-87-3 And the article was included in ACS Catalysis in 2020. The article conveys some information:

The direct conversion of feedstock chems. into value-added products is of broad interest in chem. research. Herein, we present a regioselective and diastereoselective three-component dialkylation of feedstock 1,3-dienes with Hantzsch esters and aldehydes for the synthesis of homoallylic alcs. The reaction is enabled by dual photoredox and chromium catalysis and can also be performed enantioselectively by employing chromium-bisoxazoline complexes. In the part of experimental materials, we found many familiar compounds, such as 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3HPLC of Formula: 60656-87-3)

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).HPLC of Formula: 60656-87-3

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

Liu, Chen-Fei; Wang, Hongyu; Martin, Robert T.; Zhao, Haonan; Gutierrez, Osvaldo; Koh, Ming Joo published their research in Nature Catalysis in 2021. The article was titled 《Olefin functionalization/isomerization enables stereoselective alkene synthesis》.Quality Control of 2-(Benzyloxy)acetaldehyde The article contains the following contents:

The catalytic amounts of a non-precious N-heterocyclic carbene-Ni(I) complex in conjunction with a sterically bulky base promote site- and trans-selective union of monosubstituted olefins CH2=CHC(R1)R2 (R1 = Ph, naphthalen-1-yl, furan-2-yl, etc.; R2 = H, Me, Ph; R1R2 = 1-[(tert-butoxy)(oxo)methane]piperidin-4-yl, 1-[(tert-butoxy)(oxo)methane]azetidin-3-yl) with a wide array of electrophilic reagents R3OTf (R3 = Ph, 1-benzyl-1H-indol-5-yl, 4-methoxyphenyl, etc.) and bis(pinacolato)diboron to deliver tri- and tetrasubstituted alkenes E/Z-R3C(CH3)=CR1R2 in up to 92% yield and >98% regio- and stereoselectivity were demonstrated. The protocol is amenable to the preparation of carbon- and heteroatom-substituted C=C bonds, providing distinct advantages over existing transformations. Utility is highlighted through concise stereoselective synthesis of biol. active compounds In addition to this study using 2-(Benzyloxy)acetaldehyde, there are many other studies that have used 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Quality Control of 2-(Benzyloxy)acetaldehyde) was used in this study.

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.Quality Control of 2-(Benzyloxy)acetaldehyde

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

Gao, Peng-Chao; Wang, Zi-Xuan; Li, Bi-Jie published their research in Organic Letters in 2021. The article was titled 《Iridium-Catalyzed Regioselective Hydroalkynylation of Internal Alkenes Directed by an Oxime》.Reference of 2-(Benzyloxy)acetaldehyde The article contains the following contents:

An iridium-catalyzed hydroalkynylation of allylic alcs. protected by an oxime group was reported. Catalytic alkynylation occurred exclusively at the distal position of the alkene. This method generated γ-alkynyl alc. oximes directly from internal alkenes and terminal alkynes. The oxime group was readily removed to afford a free alc., thus providing an indirect route for the catalytic hydroalkynylation of allylic alcs.2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Reference of 2-(Benzyloxy)acetaldehyde) was used in this study.

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

Shon, Jong-Hwa; Kim, Dooyoung; Rathnayake, Manjula D.; Sittel, Steven; Weaver, Jimmie; Teets, Thomas S. published their research in Chemical Science in 2021. The article was titled 《Photoredox catalysis on unactivated substrates with strongly reducing iridium photosensitizers》.Formula: C7H7BrO The article contains the following contents:

In this work, the strong bis-cyclometalated iridium photoreductants with electron-rich β-diketiminate (NacNac) ancillary ligands enable high-yielding photoredox transformations of challenging substrates with very simple reaction conditions that require only a single sacrificial reagent. Using blue or green visible-light activation a variety of reactions, which include hydrodehalogenation, cyclization, intramol. radical addition, and prenylation via radical-mediated pathways, with optimized conditions that only require the photocatalyst and a sacrificial reductant/hydrogen atom donor were demonstrated. Many of these reactions involve organobromide and organochloride substrates RX (R = 3-methoxyphenyl, 4-cyanophenyl, {1-[(benzyloxy)carbonyl]piperidin-4-yl}, etc.; X = Br, Cl) which in the past have had limited utility in photoredox catalysis. This work paves the way for the continued expansion of the substrate scope in photoredox catalysis. After reading the article, we found that the author used 1-Bromo-3-methoxybenzene(cas: 2398-37-0Formula: C7H7BrO)

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.Formula: C7H7BrO

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

Zhu, Zhaoyang; Zhang, Xue; Guo, Xing; Wu, Qinghua; Li, Zhongxin; Yu, Changjiang; Hao, Erhong; Jiao, Lijuan; Zhao, Jianzhang published an article in 2021. The article was titled 《Orthogonally aligned cyclic BODIPY arrays with long-lived triplet excited states as efficient heavy-atom-free photosensitizers》, and you may find the article in Chemical Science.Synthetic Route of C7H9BO3 The information in the text is summarized as follows:

In photosensitizers, long triplet excited state lifetimes are key to their efficient electron transfer or energy transfer processes. Herein, we report a novel class of cyclic trimeric BODIPY arrays which were efficiently generated from easily accessible meso-mesityldipyrrinone and arylboronic acids in one pot. Arylboronic acid, for the first time, was used to provide a boron source for BODIPY derivatives Due to the well-defined and orthogonally aligned BODIPY cores as verified by X-ray crystallog., these BODIPY arrays show strong exciton coupling effects and efficient intersystem crossings, and are novel heavy-atom-free photosensitizers with a long-lived triplet excited state (lifetime up to 257.5 μs) and good reactive oxygen species generation efficiency (up to 0.72) contributed by both 1O2 and O2- under light irradiation The experimental part of the paper was very detailed, including the reaction process of 3-Methoxyphenylboronic acid(cas: 10365-98-7Synthetic Route of C7H9BO3)

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.Synthetic Route of C7H9BO3

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

Kawamoto, Takuji; Morioka, Tsubasa; Noguchi, Kohki; Curran, Dennis P.; Kamimura, Akio published an article in 2021. The article was titled 《Inverse Hydroboration of Imines with NHC-Boranes Is Promoted by Diphenyl Disulfide and Visible Light》, and you may find the article in Organic Letters.HPLC of Formula: 882-33-7 The information in the text is summarized as follows:

The authors describe a simple and efficient procedure for nucleophilic borylation of imines in the absence of a photoredox catalyst. Visible light irradiation of an MeCN solution of an imine, an NHC-borane, and di-Ph disulfide (10 mol %) provides various stable α-amino NHC-boranes in good yields. The reaction proceeds via addition of a nucleophilic boryl radical to an imine, followed by H abstraction from thiophenol, which is generated from NHC-borane and di-Ph disulfide. In the part of experimental materials, we found many familiar compounds, such as 1,2-Diphenyldisulfane(cas: 882-33-7HPLC of Formula: 882-33-7)

1,2-Diphenyldisulfane(cas: 882-33-7) belongs to ethers.The C-O bonds that comprise simple ethers are strong. HPLC of Formula: 882-33-7 They are unreactive toward all but the strongest bases. Although generally of low chemical reactivity, they are more reactive than alkanes.

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

Avcu Altiparmak, Elif; Yazar, Sibel; Ozdemir, Namik; Bal-Demirci, Tulay; Ulkuseven, Bahri published an article in 2021. The article was titled 《Supramolecular Ni(II) complex aggregates with a circular linkage of intermolecular multi-hydrogen bonding frameworks based on thiosemicarbazone, and a Cu(II) complex: Synthesis, structural, DFT, electrochemical and antioxidant studies》, and you may find the article in Polyhedron.Safety of 2-Hydroxy-4-methoxybenzaldehyde The information in the text is summarized as follows:

Copper(II) and nickel(II) mixed ligand complexes were synthesized from 4-methoxysalicylaldehyde-N-phenyl-thiosemicarbazone and 3,5-lutidine. The structures of the complexes were characterized by elemental anal., IR, UV, 1H NMR and ESI-MS spectra, together with magnetic susceptibility measurements. Complex I has a distorted square planar geometry, with coordination of azomethine nitrogen, thiolate sulfur, phenolate oxygen and pyridyl nitrogen atoms, by the single-crystal x-ray diffraction technique. Quantum chem. DFT calculations also were carried out using the DFT/HSEH1PBE method with the cc-pVDZ basis set for C, H, N, O and S atoms, and the LANL2DZ basis set for the metal atom. The antioxidant activities of the ligand and its metal complexes were studied by CUPRAC and DPPH assays and calculated as their trolox equivalent antioxidant capacities (TEAC). Electrochem. properties were performed with cyclic voltammetry and square wave voltammetry. Both the ligand and its metal complexes have antioxidant capacity. In the experiment, the researchers used many compounds, for example, 2-Hydroxy-4-methoxybenzaldehyde(cas: 673-22-3Safety of 2-Hydroxy-4-methoxybenzaldehyde)

2-Hydroxy-4-methoxybenzaldehyde(cas: 673-22-3) is the main component of root bark essential oil of Periploca sepium Bunge. It is a potential tyrosinase inhibitor present in African medicinal plants. 2-Hydroxy-4-methoxybenzaldehyde was used in the synthesis of Schiff base ligand.Safety of 2-Hydroxy-4-methoxybenzaldehyde

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

In 2022,Jia, Le; Li, Chao-Jun; Zeng, Huiying published an article in Chinese Chemical Letters. The title of the article was 《Cleavage/cross-coupling strategy for converting β-O-4 linkage lignin model compounds into high valued benzyl amines via dual C-O bond cleavage》.Quality Control of m-Methoxyphenol The author mentioned the following in the article:

Lignin is the most recalcitrant of the three components of lignocellulosic biomass. The strength and stability of the linkages have long been a great challenge for the degradation and valorization of lignin biomass to obtain bio-fuels and com. chems. Up to now, the selective cleavage of C-O linkages of lignin to afford chems. contains only C, H and O atoms. Authors’ group has developed a cleavage/cross-coupling strategy for converting 4-O-5 linkage lignin model compounds into high value-added compounds Herein, a palladium-catalyzed cleavage/cross-coupling of the β-O-4 lignin model compounds with amines via dual C-O bond cleavage for the preparation of benzyl amine compounds and phenols is presented. In the experiment, the researchers used m-Methoxyphenol(cas: 150-19-6Quality Control 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)-benzoxazoloneQuality Control of m-Methoxyphenol

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

In 2022,Hebade, Madhav J.; Shimpi, Ravindra P.; Chavan, Omprakash S. published an article in Pharma Chemica. The title of the article was 《Microwave assisted, fly ash catalyzed synthesis of coumarin derivatives: green approach》.Synthetic Route of C7H8O2 The author mentioned the following in the article:

Solvent free synthesis of substituted coumarin by Von Pechmann condensation of phenols with β-ketoesters catalyzed by fly ash as a byproduct from thermal power station by microwave irradiation method is reported. Authors present protocol is economical and clean comprise of green reagent, solvent and catalyst. The experimental process involved the reaction of m-Methoxyphenol(cas: 150-19-6Synthetic Route 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)-benzoxazoloneSynthetic Route of C7H8O2

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

In 2022,Fujii, Keitaro; Morita, Shinkichi; Mochizuki, Mai; Shibuya-Takahashi, Rie; Fujimori, Haruna; Yamaguchi, Kazunori; Abe, Jiro; Yamazaki, Tomoko; Imai, Takayuki; Sugamura, Kazuo; Yasuda, Jun; Satoh, Kennichi; Sato, Ikuro; Saito-Koyama, Ryoko; Fujishima, Fumiyoshi; Sasano, Hironobu; Kato, Yukinari; Matsuura, Kazuto; Asada, Yukinori; Tamai, Keiichi published an article in Cancer Science. The title of the article was 《Establishment of a monoclonal antibody against glycosylated CD271 specific for cancer cells in immunohistochemistry》.SDS of cas: 106685-40-9 The author mentioned the following in the article:

Various proteins are highly expressed in cancer (e.g., epidermal growth factor receptor); however, the majority are also expressed in normal cells, although they may differ in expression intensity. Recently, we reported that CD271 (nerve growth factor receptor), a glycosylated protein, increases malignant behavior of cancer, particularly stemlike phenotypes in squamous cell carcinoma (SCC). CD271 is expressed in SCC and in normal epithelial basal cells. Glycosylation alterations generally occur in cancer cells; therefore, we attempted to establish a cancer-specific anti-glycosylated CD271 antibody. We purified recombinant glycosylated CD271 protein, immunized mice with the protein, and screened hybridomas using an ELISA assay with cancer cell lines. We established a clone G4B1 against CD271 which is glycosylated with O-glycan and sialic acid. The G4B1 antibody reacted with the CD271 protein expressed in esophageal cancer, but not in normal esophageal basal cells. This specificity was confirmed in hypopharyngeal and cervical cancers. G4B1 antibody recognized the fetal esophageal epithelium and Barrett′s esophagus, which possess stem cell-like characteristics. In conclusion, G4B1 antibody could be useful for precise identification of dysplasia and cancer cells in SCC. In addition to this study using 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid, there are many other studies that have used 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas: 106685-40-9SDS of cas: 106685-40-9) was used in this study.

6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas:106685-40-9) is a third-generation synthetic retinoid and a highly lipophilic compound derived from naphthoic acid. It is widely used in the treatment of acne.SDS of cas: 106685-40-9

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