Month: October 2022

《Cobalt(II)-Catalyzed Stereoselective Olefin Isomerization: Facile Access to Acyclic Trisubstituted Alkenes》 was published in Journal of the American Chemical Society in 2020. These research results belong to Zhang, Sheng; Bedi, Deepika; Cheng, Lu; Unruh, Daniel K.; Li, Guigen; Findlater, Michael. SDS of cas: 1779-49-3 The article mentions the following:

Stereoselective synthesis of trisubstituted alkenes is a long-standing challenge in organic chem., due to the small energy differences between E and Z isomers of trisubstituted alkenes (compared with 1,2-disubstituted alkenes). Transition metal-catalyzed isomerization of 1,1-disubstituted alkenes can serve as an alternative approach to trisubstituted alkenes, but it remains underdeveloped owing to issues relating to reaction efficiency and stereoselectivity. Here we show that a novel cobalt catalyst can overcome these challenges to provide an efficient and stereoselective access to a broad range of trisubstituted alkenes. This protocol is compatible with both mono- and dienes and exhibits a good functional group tolerance and scalability. Moreover, it has proven to be a useful tool to construct organic luminophores and a deuterated trisubstituted alkene. A preliminary study of the mechanism suggests that a cobalt-hydride pathway is involved in the reaction. The high stereoselectivity of the reaction is attributed to both a π-π stacking effect and the steric hindrance between substrate and catalyst. After reading the article, we found that the author used Methyltriphenylphosphonium bromide(cas: 1779-49-3SDS of cas: 1779-49-3)

Methyltriphenylphosphonium bromide(cas: 1779-49-3) is an organophosphorus compound, with potential use as a precursor and a solvent in organic synthesis. And it is used widely for methylenation via the Wittig reaction.SDS of cas: 1779-49-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《One-pot synthesis of porphyrin-based [5]rotaxanes》 was published in Organic & Biomolecular Chemistry in 2020. These research results belong to Martinez-Bulit, Pablo; Wilson, Benjamin H.; Loeb, Stephen J.. Synthetic Route of C6H5Br2N The article mentions the following:

A one-pot reaction is used to make a series of [5]rotaxanes. The protocol involves simultaneous threading-followed-by-stoppering to trap a macrocycle (dibenzo[24]crown-8, DB24C8) on an axle to form a mech. interlocked mol. (MIM) – in this case a rotaxane – and the condensation of an aldehyde with a pyrrole to form a porphyrin precursor. For each [5]rotaxane, a different combination of recognition site and stoppering group was used; the protonation state of the [5]rotaxane can be used to generate different co-conformational states for each [5]rotaxane making these systems potential multi-state switches for further study in solution or the solid-state. In the experimental materials used by the author, we found 3,5-Dibromoaniline(cas: 626-40-4Synthetic Route of C6H5Br2N)

3,5-Dibromoaniline(cas: 626-40-4) belongs to anime. The reaction of alkyl halides, R―X, where X is a halogen, or analogous reagents with ammonia (or amines) is useful with certain compounds. Not all alkyl halides are effective reagents; the reaction is sluggish with secondary alkyl groups and fails with tertiary ones. Its usefulness is largely confined to primary alkyl halides (those having two hydrogen atoms on the reacting site).Synthetic Route of C6H5Br2N

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Synthesis and in vitro and in vivo biological evaluation of novel derivatives of flexicaulin A as antiproliferative agents》 was written by Huo, Jun-Feng; Hu, Tian-Xing; Dong, Ya-Long; Zhao, Jin-Zhu; Liu, Xiao-Jie; Li, Lei-Lei; Zhang, Xue-Yan; Li, Yun-Fan; Liu, Hong-Min; Ke, Yu; Wang, Cong. SDS of cas: 2623-87-2 And the article was included in European Journal of Medicinal Chemistry in 2020. The article conveys some information:

As our research focuses on anticancer drugs, a series of novel derivatives of flexicaulin A (I), an ent-kaurene diterpene, condensed with an aromatic ring were synthesized, and their antiproliferative activities against four human cancer cell lines (TE-1, EC109, MCF-7, and MGC-803) were evaluated. The activities of most of the new compounds were better than those of I. Compound II exhibited the best activity with an IC50 value reaching 0.13μM against oesophageal cancer cells (EC109 cells). The IC50 values for II in normal cells (GES-1 cells and HUVECs) were 0.52μM and 0.49μM, resp. Subsequent mechanistic investigations found that compound II can inhibit the proliferation of cancer cells and cell cloning. In addition, II could reduce the mitochondrial membrane potential, increase the apoptosis rate, and increase the ROS level in EC109 cells. Moreover, II can upregulate the expression of ROS/JNK pathway-related proteins (p-ASK1, p-MKK4, p-JNK, and p-Cjun (ser63)) and pro-apoptotic proteins (Bax, Bad, and Bim). In vivo experiments showed that II can inhibit tumor growth in nude mice. The mechanism involves an increase in protein expression in the ROS pathway, leading to changes in apoptosis-related proteins. In addition, compound II shows low toxicity. These results indicate that compound II holds promising potential as an antiproliferative agent. In the part of experimental materials, we found many familiar compounds, such as 4-Bromobutanoic acid(cas: 2623-87-2SDS of cas: 2623-87-2)

4-Bromobutanoic acid(cas: 2623-87-2) belongs to carboxylic acids. The chief chemical characteristic of the carboxylic acids is their acidity. They are generally more acidic than other organic compounds containing hydroxyl groups but are generally weaker than the familiar mineral acids (e.g., hydrochloric acid, HCl, sulfuric acid, H2SO4, etc.).SDS of cas: 2623-87-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Catalyzing the Hydrodefluorination of CF3-Substituted Alkenes by PhSiH3. H• Transfer from a Nickel Hydride》 was written by Yao, Chengbo; Wang, Shuai; Norton, Jack; Hammond, Matthew. Recommanded Product: 1779-49-3 And the article was included in Journal of the American Chemical Society in 2020. The article conveys some information:

The hydrodefluorination of CF3-substituted alkenes can be catalyzed by a nickel(II) hydride bearing a pincer ligand. The catalyst loading can be as low as 1 mol%. Gem-Difluoroalkenes containing a number of functional groups can be formed in good to excellent yields by a radical mechanism initiated by H• transfer from the nickel hydride. The relative reactivity of various substrates supports the proposed mechanism, as does a TEMPO trapping experiment In the experiment, the researchers used many compounds, for example, Methyltriphenylphosphonium bromide(cas: 1779-49-3Recommanded Product: 1779-49-3)

Methyltriphenylphosphonium bromide(cas: 1779-49-3) is an organophosphorus compound, with potential use as a precursor and a solvent in organic synthesis. And it is used widely for methylenation via the Wittig reaction.Recommanded Product: 1779-49-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Structure Ligation Relationship of Amino Acids for the Selective Indole C-H Arylation Reaction: L-Aspartic acid as Sustainable Alternative of Phosphine Ligands》 was written by Lokhande†, Shyam Kumar; Vaidya†, Gargi Nikhil; Satpute, Dinesh Parshuram; Venkatesh, Ashwini; Kumar, Sanjeev; Kumar, Dinesh. Name: 5-Bromobenzo[d][1,3]dioxole And the article was included in Advanced Synthesis & Catalysis in 2020. The article conveys some information:

The Structure Ligation Relationship (SLR) of free amino acids (AAs) under Pd-catalysis were examined for the chemo- and regioselective indole C-H arylation reactions. While the majority of AAs were minor or ineffective, the L-aspartic acid (L-Asp) stands out promising to deliver high-value C3-arylated indoles with excellent chemo- (C vs N) and regioselectivity (C3 vs C2) with high functional group tolerance. Thus, the protocol offers a cost-effective and sustainable alternative of phosphine-based ligands for the indole C3-H arylation reactions. Preliminary mechanistic investigations suggested the simultaneous involvement of -NH2, α-CO2H, and β-CO2H functionalities of L-Asp and found critical for its ligation efficiency. The developed catalytic system was compatible with the tandem decarboxylation/arylation procedure for the chemoselective synthesis of 3-aryl indoles. The experimental part of the paper was very detailed, including the reaction process of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4Name: 5-Bromobenzo[d][1,3]dioxole)

Furthermore, the coupling of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4) with β-methallyl alcohol was catalyzed by Pd(OAc)2 in combination with P(t-Bu)3.Name: 5-Bromobenzo[d][1,3]dioxole

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《A Tumor-Microenvironment-Responsive Lanthanide-Cyanine FRET Sensor for NIR-II Luminescence-Lifetime In Situ Imaging of Hepatocellular Carcinoma》 was written by Zhao, Mengyao; Li, Benhao; Wu, Yifan; He, Haisheng; Zhu, Xinyan; Zhang, Hongxin; Dou, Chaoran; Feng, Lishuai; Fan, Yong; Zhang, Fan. Category: bromides-buliding-blocks And the article was included in Advanced Materials (Weinheim, Germany) in 2020. The article conveys some information:

Deep tissue imaging in the second near-IR (NIR-II) window holds great promise for widespread fundamental research. However, inhomogeneous signal attenuation due to tissue absorption and scattering hampers its application for accurate in vivo biosensing. Here, lifetime-based in situ hepatocellular carcinoma (HCC) detection in NIR-II region is presented using a tumor-microenvironment (peroxynitrite, ONOO-)-responsive lanthanide-cyanine Foerster resonance energy transfer (FRET) nanosensor. A specially designed ONOO–responsive NIR-II dye, MY-1057, was synthesized as the FRET acceptor. Robust lifetime sensing is independent of tissue penetration depth. Tumor lesions are accurately distinguished from normal tissue due to the recovery lifetime. Magnetic resonance imaging and liver dissection results illustrate the reliability of lifetime-based detection in single and multiple HCC models. Moreover, the ONOO- amount can be calculated according to the standard curve. The results came from multiple reactions, including the reaction of Ethyl 5-bromovalerate(cas: 14660-52-7Category: bromides-buliding-blocks)

Ethyl 5-bromovalerate(cas: 14660-52-7) belongs to bromides. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Green and efficient synthesis of fluorescent bis(pyrazolyl)methanes in choline chloride/urea deep eutectic solvent》 was written by Zonouz, Adeleh Moshtaghi; Beiranvand, Masoumeh; Mohammad-Rezaei, Rahim; Naderi, Soheila. Related Products of 6630-33-7 And the article was included in Letters in Organic Chemistry in 2020. The article conveys some information:

A series of pyrazole-based heteroaromatic compoundsI [R=H, 2-Me, 3-Me, 2-MeO, etc.] were synthesized by the reaction of 3-methyl-5-pyrazolone and aromatic aldehydes in Choline chloride/urea DES as a green solvent. This simple and green procedure has advantages such as easy operation, short reaction times, efficient yields, low cost and min. use of hazardous solvents and catalysts. The structure of compounds was determined by IR, 1H and 13C NMR spectra, and the crystal structure of compoundI [R=H] was confirmed using X-ray crystallog. anal. The optical properties of Pyrazole derivatives compoundsI [R=H, 2-Me, 3-Me, 2-MeO, etc.] was also studied with UV/vis and fluorescence spectroscopy. All of these pyrazole-containing heteroaromatic compounds displayed maximum emission peak from 340 to 360 nm. After reading the article, we found that the author used o-Bromobenzaldehyde(cas: 6630-33-7Related Products of 6630-33-7)

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Related Products of 6630-33-7Synthetic applications of o-Bromobenzaldehyde include: synthesis of aza-fused polycyclic quinolines through copper-catalyzed cascade reaction, preparation of 1-substituted indazoles by CuI-catalyzed coupling with N-aryl hydrazides.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Nanoaggregate Probe for Breast Cancer Metastasis through Multispectral Optoacoustic Tomography and Aggregation-Induced NIR-I/II Fluorescence Imaging》 was written by Ouyang, Juan; Sun, Lihe; Zeng, Zhuo; Zeng, Cheng; Zeng, Fang; Wu, Shuizhu. Safety of o-Bromobenzaldehyde And the article was included in Angewandte Chemie, International Edition in 2020. The article conveys some information:

An activatable nanoprobe (I) for imaging breast cancer metastases through near IR-I (NIR-I)/NIR-II fluorescence imaging and multispectral optoacoustic tomog. (MSOT) imaging was designed. With a dihydroxanthene moiety serving as the electron donor, quinolinium as the electron acceptor and nitrobenzyloxydiphenylamino as the recognition element, the probe can specifically respond to nitroreductase and transform into an activated D-π-A structure with a NIR emission band extending beyond 900 nm. The activated nanoprobe exhibits NIR emission enhanced by aggregation-induced emission (AIE) and produces strong optoacoustic signal. The nanoprobe was used to detect and image metastases from the orthotopic breast tumors to lymph nodes and then to lung in two breast cancer mouse models. Moreover, the nanoprobe can monitor the treatment efficacy during chemotherapeutic course through fluorescence and MSOT imaging. In the part of experimental materials, we found many familiar compounds, such as o-Bromobenzaldehyde(cas: 6630-33-7Safety of o-Bromobenzaldehyde)

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Safety of o-BromobenzaldehydeIt is also used in L-threonine aldolase-catalyzed enantio and diastereoselective aldol reactions. Further, it reacts with trichloromethane to prepare 1-(2-bromo-phenyl)-2,2,2-trichloro-ethanol.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Nickel-Catalyzed Electrochemical Reductive Relay Cross-Coupling of Alkyl Halides to Aryl Halides》 was written by Jiao, Ke-Jin; Liu, Dong; Ma, Hong-Xing; Qiu, Hui; Fang, Ping; Mei, Tian-Sheng. Category: bromides-buliding-blocks And the article was included in Angewandte Chemie, International Edition in 2020. The article conveys some information:

A highly regioselective Ni-catalyzed electrochem. reductive relay cross-coupling between an aryl halide and an alkyl halide was developed in an undivided cell. Various functional groups are tolerated under these mild reaction conditions, which provides an alternative approach for the synthesis of 1,1-diarylalkanes. In the experimental materials used by the author, we found 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4Category: bromides-buliding-blocks)

Furthermore, the coupling of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4) with β-methallyl alcohol was catalyzed by Pd(OAc)2 in combination with P(t-Bu)3.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Electrochemical Oxidation Enables Regioselective and Scalable α-C(sp3)-H Acyloxylation of Sulfides》 was written by Wang, Huamin; He, Meng; Li, Yongli; Zhang, Heng; Yang, Dali; Nagasaka, Masanari; Lv, Zongchao; Guan, Zhipeng; Cao, Yangmin; Gong, Fengping; Zhou, Zhilin; Zhu, Jingyun; Samanta, Supravat; Chowdhury, Abhishek Dutta; Lei, Aiwen. HPLC of Formula: 2623-87-2 And the article was included in Journal of the American Chemical Society in 2021. The article conveys some information:

A highly selective, environmentally friendly, and scalable electrochem. protocol for the construction of α-acyloxy sulfides e.g., (p-tolylthio)methyl acetate, through the synergistic effect of self-assembly-induced C(sp3)-H/O-H cross-coupling, is reported. It features exceptionally broad substrate scope, high regioselectivity, gram-scale synthesis, construction of complex mols. e.g., I, and applicability to a variety of nucleophiles such as acetic acid, cyclohexanecarboxylic acid, benzoic acid, benzotriazole, etc. Moreover, the soft X-ray absorption technique and a series of control experiments have been utilized to demonstrate the pivotal role of the self-assembly of the substrates, which indeed is responsible for the excellent compatibility and precise control of high regioselectivity in electrochem. protocol. The experimental process involved the reaction of 4-Bromobutanoic acid(cas: 2623-87-2HPLC of Formula: 2623-87-2)

4-Bromobutanoic acid(cas: 2623-87-2) belongs to carboxylic acids. The chief chemical characteristic of the carboxylic acids is their acidity. They are generally more acidic than other organic compounds containing hydroxyl groups but are generally weaker than the familiar mineral acids (e.g., hydrochloric acid, HCl, sulfuric acid, H2SO4, etc.).HPLC of Formula: 2623-87-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary