Tag: 200-300

《Regioselective C-H Hydroarylation of Internal Alkynes with Arenecarboxylates: Carboxylates as Deciduous Directing Groups》 was written by Huang, Liangbin; Biafora, Agostino; Zhang, Guodong; Bragoni, Valentina; Goossen, Lukas J.. Application of 76006-33-2This research focused onvinylbenzoic acid ester regioselective synthesis; benzoic acid alkyne hydroarylation Ru catalyst guanidine carbonate; C−H activation; alkynes; decarboxylation; ruthenium; synthetic methods. The article conveys some information:

In the presence of catalytic [Ru(p-cym)I2]2 and the base guanidine carbonate, benzoic acids react with internal alkynes to give the corresponding 2-vinylbenzoic acids. This alkyne hydroarylation is generally applicable to diversely substituted electron-rich and electron-poor benzoic and acrylic acids. Aryl(alkyl)acetylenes react regioselectively with formation of the alkyl-branched hydroarylation products, and propargylic alcs. are converted into γ-alkylidene-δ-lactones. The hydroarylation can also be conducted decarboxylatively with a different choice of catalyst and reaction conditions. This reaction variant, which does not proceed via intermediate formation of 2-vinylbenzoic acids, e. g., I, opens up a regioselective, waste-minimized synthetic entry to vinylarenes.3-Bromo-2-methylbenzoic acid(cas: 76006-33-2Application of 76006-33-2) was used in this study.

3-Bromo-2-methylbenzoic acid(cas: 76006-33-2) belongs to organobromine compounds.Most of the natural organobromine compounds are produced by marine organisms , and several brominated metabolites with antibacterial , antitumor , antiviral , and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. In contrast, terrestrial plants account only for a few bromine-containing compounds.Application of 76006-33-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

HPLC of Formula: 1129-28-8In 2022 ,《BF3 Mediated [1,5]-Hydride Shift Triggered Cyclization: Thioethers Join the Game》 was published in European Journal of Organic Chemistry. The article was written by Zaitseva, Elvira R.; Smirnov, Alexander Yu.; Timashev, Vladimir I.; Malyshev, Vadim I.; Zhigileva, Ekaterina A.; Mikhaylov, Andrey A.; Medvedev, Michael G.; Baleeva, Nadezhda S.; Baranov, Mikhail S.. The article contains the following contents:

2-(2-(Benzylthio)benzylidene)malonates can underwent the 1,5-hydride shift triggered cyclization resulting in thiachromanes in 45-84% yield. Boron trifluoride as a reaction promotor is the key to success. DFT calculations revealed that the reaction proceeds via a chelate BF2 complex, which was confirmed by NMR-anal. Exptl. and theor. comparison of nitrogen, sulfur and carbon analogs revealed that sulfur derivatives have the highest activation barrier for the hydride transfer due to the unfavorable transition state geometry, which explains the lack of previous reports on 1,5-hydride shifts in (alkylthio)styrenes. In the experimental materials used by the author, we found Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8HPLC of Formula: 1129-28-8)

Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8) belongs to organobromine compounds.Organobromine chemicals are produced naturally by an array of biological and other chemical processes in our environment. Organobromine compounds are produced naturally by marine creatures (sponges, corals, sea slugs, tunicates, sea fans) and seaweed, plants, fungi, lichen, algae, bacteria, microbes, and some mammals. HPLC of Formula: 1129-28-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Application of 5437-45-6In 2020 ,《Optimization of a Chemical Synthesis for Single-Chain Rhamnolipids》 was published in ACS Sustainable Chemistry & Engineering. The article was written by Compton, Avery A.; Deodhar, Bhushan S.; Fathi, Amir; Pemberton, Jeanne E.. The article contains the following contents:

This work reports efforts to improve the efficiency and green metrics associated with the chem. synthesis of single-tailed monorhamnolipids. Scaling of synthetic schemes for monorhamnolipids recently reported from this laboratory has been challenging, as large-scale production typically requires high-pressure equipment and an inert atm. due to the pyrophoric nature of a palladium/carbon (Pd/C) catalyst used for a key deprotection step. Furthermore, using Reformatsky condensation in conjunction with a Me ester carboxylic acid protecting group, a safer, simpler, and “”greener”” synthetic pathway to 3-hydroxyalkanoic acid lipid tails is achieved. The two diastereomers of the resulting single-tail rhamnolipids from both 3-hydroxydecanoic acid and 3-hydroxytetradecanoic acid lipid chains are separated and independently characterized. Surface tensiometry was performed on these materials at pH 4 (acid neutral state) and 8 (acid anionic state). All rhamnolipids exhibit min. surface tension values of 30-36 mN/m. Large differences in critical micelle concentration (CMC) values are observed between diastereomers for α-rhamnose 3-hydroxydecanoic acid at pH 4, with α-rhamnose (R)-3-hydroxydecanoic acid having a CMC of ~380μM compared to 1.7 mM for α-rhamnose (S)-3-hydroxydecanoic acid. For α-rhamnose 3-hydroxydecanoic acid diastereomers at pH 8, the CMC values differ slightly for the two diastereomers, with α-rhamnose (R)-3-hydroxydecanoic acid at 13 mM and α-rhamnose (R)-3-hydroxydecanoic acid at 21 mM. Similarly, CMC values of the two α-rhamnose 3-hydroxytetradecanoic acid diastereomers at pH 4 are similar at ~100μM but exhibit large differences at pH 8, with the racemic and α-rhamnose (R)-3-hydroxytetradecanoic acid with a CMC value of ~500μM and the α-rhamnose (S)-3-hydroxytetradecanoic acid exhibiting a CMC value of 1.8 mM. A synthetic scheme with increased efficiency and improved green metrics for single-tail monorhamnolipid surfactants from rhamnose and 3-hydroxyacids. In addition to this study using Benzyl 2-bromoacetate, there are many other studies that have used Benzyl 2-bromoacetate(cas: 5437-45-6Application of 5437-45-6) was used in this study.

Benzyl 2-bromoacetate(cas: 5437-45-6) has been used in the alkylation of (-)-2,3-O-isopropylidene-D-threitol that afforded lipopeptide, 2-[(4R,5R)-5-({[(9H-fluoren-9-yl)methoxy]carbonylaminomethyl}-2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]acetic acid.Application of 5437-45-6

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

COA of Formula: C7H13BrO2In 2022 ,《Insight on pyrimido[5,4-g]indolizine and pyrimido[4,5-c]pyrrolo[1,2-a]azepine systems as promising photosensitizers on malignant cells》 appeared in European Journal of Medicinal Chemistry. The author of the article were Barreca, Marilia; Ingarra, Angela Maria; Raimondi, Maria Valeria; Spano, Virginia; De Franco, Michele; Menilli, Luca; Gandin, Valentina; Miolo, Giorgia; Barraja, Paola; Montalbano, Alessandra. The article conveys some information:

Searching for new small mols. as photosensitizing agents, the authors have developed a class of twenty-five pyrimido[5,4-g]indolizines I (R = H, COOEt, COOiPr, R1 = H, Ph, COMe, cyclohexyl, cyclopentyl, n = 1) and pyrimido[4,5-c]pyrrolo[1,2-a]azepines I (R = COOEt, COOiPr, R1 = H, Ph, cyclohexyl, cyclopentyl, n = 2) with a good substitution pattern defining a versatile synthetic pathway to approach the title ring systems. All compounds were evaluated for their photocytotoxicity on a triple neg. human breast cancer cell line (MDA-MB-231) in the dark and under UVA light (2.0 J/cm2). The most effective compounds exhibited a photoantiproliferative activity with IC50 values up to nanomolar ranges. Interestingly, these newly developed compounds showed high selectivity towards cancerous cells with respect to non-cancerous ones. Moreover, four representative derivatives were also phototoxic against an addnl. human HER2 pos. breast cancer cell line (HCC1954) and against the HER2 pos. vesical cancer cell line (T24) harboring Hras mutation. Mechanistic studies performed in triple neg. MDA-MB-231 cancer cells revealed the ability of the compounds to increase reactive oxygen species (ROS) production and to induce a thiol redox stress, thus triggering cancer cell death through apoptosis. Apoptotic cell death was also induced in highly aggressive and metastatic HER2 pos. Hras mutated T24-treated bladder cancer cells. Overall, data confirm that these new small photosensitizing agents may represent very promising candidates for phototherapy application against highly aggressive and resistant cancers. The results came from multiple reactions, including the reaction of Ethyl 5-bromovalerate(cas: 14660-52-7COA of Formula: C7H13BrO2)

Ethyl 5-bromovalerate(cas: 14660-52-7) belongs to bromides. One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine.COA of Formula: C7H13BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Recommanded Product: 1129-28-8In 2022 ,《Design, synthesis and biological evaluation of novel 1H-pyrazole-4-carbonyl-4,5,6,7-tetrahydrobenzo[b]thiophene derivatives as gut-selective NaPi2b inhibitors》 appeared in Bioorganic & Medicinal Chemistry Letters. The author of the article were Ushiki, Yasunobu; Kawabe, Kenichi; Yamamoto-Okada, Kumiko; Uneuchi, Fumito; Asanuma, Yuta; Yamaguchi, Chitose; Ohta, Hiroshi; Shibata, Tsuyoshi; Abe, Tomohiro; Okumura-Kitajima, Lisa; Kosai, Yuki; Endo, Mayumi; Otake, Katsumasa; Munetomo, Eiji; Takahashi, Teisuke; Kakinuma, Hiroyuki. The article conveys some information:

Intestinal sodium-dependent phosphate transport protein 2b (SLC34A2, NaPi2b) inhibitors are expected to be potential new candidates for anti-hyperphosphatemia drugs. However, a risk of on-target side effects based on the inhibition of NaPi2b in the lung and testis has been reported. To identify gut-selective (minimally systemic) NaPi2b inhibitors, authors prepared and evaluated 1H-pyrazole-4-carbonyl-4,5,6,7-tetrahydrobenzo[b]thiophene derivatives with highly polar functional groups to reduce systemic exposure. As a result, compounds I (R = NH(CH)2O(CH2)2O(CH2)2O(CH2)2OH) and I (R = NHC(Me)2C(O)NH(CH2)2N(Me)2) showed a good activity in vitro and a low bioavailability in Sprague-Dawley (SD) rats. However, these compounds did not suppress phosphate absorption in SD rats. This lack of in vivo efficacy could be due to the high hydrophobicity of these compounds The results of further investigations of other classes of compounds with appropriate phys. properties will be reported in due course. In the experimental materials used by the author, we found Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Recommanded Product: 1129-28-8)

Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. The most pervasive is the naturally produced bromomethane.Recommanded Product: 1129-28-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Formula: C7H4BrF3In 2021 ,《The Application of Pulse Radiolysis to the Study of Ni(I) Intermediates in Ni-Catalyzed Cross-Coupling Reactions》 appeared in Journal of the American Chemical Society. The author of the article were Till, Nicholas A.; Oh, Seokjoon; MacMillan, David W. C.; Bird, Matthew J.. The article conveys some information:

Here we report the use of pulse radiolysis and spectroelectrochem. to generate low-valent nickel intermediates relevant to synthetically important Ni-catalyzed cross-coupling reactions and interrogate their reactivities toward comproportionation and oxidative addition processes. Pulse radiolysis provided a direct means to generate singly reduced [(dtbbpy)NiBr], enabling the identification of a rapid Ni(0)/Ni(II) comproportionation process taking place under synthetically relevant electrolysis conditions. This approach also permitted the direct measurement of Ni(I) oxidative addition rates with electronically differentiated aryl iodide electrophiles (kOA = 1.3 x 104-2.4 x 105 M-1 s-1), an elementary organometallic step often proposed in nickel-catalyzed cross-coupling reactions. Together, these results hold implications for a number of Ni-catalyzed cross-coupling processes. In the experimental materials used by the author, we found 1-Bromo-4-(trifluoromethyl)benzene(cas: 402-43-7Formula: C7H4BrF3)

1-Bromo-4-(trifluoromethyl)benzene(cas: 402-43-7) belongs to organobromine compounds.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Dehydrobromination, Grignard reactions, reductive coupling, Wittig reaction, and several nucleophilic substitution reactions are some of the principal reactions which involve organic bromides. Formula: C7H4BrF3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

HPLC of Formula: 623-24-5In 2022 ,《Rationally designed Ru(II) metallacycles with tunable imidazole ligands for synergistical chemo-phototherapy of cancer》 appeared in Chemical Communications (Cambridge, United Kingdom). The author of the article were Tu, Le; Li, Chonglu; Liu, Chang; Bai, Suya; Yang, Jingfang; Zhang, Xian; Xu, Liying; Xiong, Xiaoxing; Sun, Yao. The article conveys some information:

Herein, we construct a series of Ru(II) metallacycles with multimodal chemo-phototherapeutic properties, which exhibited much higher anticancer activity and better cancer-cell selectivity than cisplatin. The antitumor mechanism could be ascribed to the activation of caspase 3/7 and the resulting apoptosis. These results open new possibilities for Ru(II) metallacycles in biomedicine. The experimental process involved the reaction of 1,4-Bis(bromomethyl)benzene(cas: 623-24-5HPLC of Formula: 623-24-5)

1,4-Bis(bromomethyl)benzene(cas: 623-24-5) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals.HPLC of Formula: 623-24-5 The most pervasive is the naturally produced bromomethane.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Duarte de Almeida, Leandro; Bourriquen, Florian; Junge, Kathrin; Beller, Matthias published an article in 2021. The article was titled 《Catalytic Formal Hydroamination of Allylic Alcohols Using Manganese PNP-Pincer Complexes》, and you may find the article in Advanced Synthesis & Catalysis.Synthetic Route of C5BrMnO5 The information in the text is summarized as follows:

Several manganese-PNP pincer catalysts for the formal hydroamination of allylic alcs. were presented. The resulting γ-amino alcs. were selectively obtained in high yields applying compound I in a tandem process under mild conditions.Bromopentacarbonylmanganese(I)(cas: 14516-54-2Synthetic Route of C5BrMnO5) was used in this study.

Bromopentacarbonylmanganese(I)(cas: 14516-54-2) has many other uses. It is used in the formation of (eta6-arene)tricarbonylmanganese(I) by reacting with arene (arene= hexamethyl benzene, 1,2,4,5-tetramethyl benzene, mesitylene, p-xylene and toluene) in the presence silver salt.Synthetic Route of C5BrMnO5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Bhattacharya, Aditya; mani Shukla, Pushpendra; Maji, Biswajit published an article in 2021. The article was titled 《””Haliranium Ion””-Induced Intermolecular Friedel-Crafts Alkylation in HFIP: Synthesis of β,β-Diaryl α-Halo carbonyl Compounds》, and you may find the article in European Journal of Organic Chemistry.Application of 2675-79-8 The information in the text is summarized as follows:

Herein, a highly regio- and diastereoselective haliranium ion-induced intermol. Friedel-Crafts reaction of α,β-unsaturated carbonyl compounds in HFIP is reported. The operationally simple and mild method affords the synthetically useful β,β-diarylated α-halo carbonyl compounds in good yields after a very short reaction time. As an application, a few examples of β,β-diarylated olefins are prepared in excellent yields. Based on the exptl. results and a qual. study of 1D-NMR-experiments, a plausible reaction mechanism is proposed. The experimental process involved the reaction of 1-Bromo-3,4,5-trimethoxybenzene(cas: 2675-79-8Application of 2675-79-8)

1-Bromo-3,4,5-trimethoxybenzene(cas: 2675-79-8) is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.Application of 2675-79-81-Bromo-3,4,5-trimethoxybenzene can be used to synthesize N,N′-diarylated indolo[3,2-b]carbazole derivatives, which can find applications in electrophotography.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Nguyen, Suong T.; McLoughlin, Elizabeth A.; Cox, James H.; Fors, Brett P.; Knowles, Robert R. published their research in Journal of the American Chemical Society in 2021. The article was titled 《Depolymerization of Hydroxylated Polymers via Light-Driven C-C Bond Cleavage》.COA of Formula: C8H15BrO2 The article contains the following contents:

The accumulation of persistent plastic waste in the environment is widely recognized as an ecol. crisis. New chem. technologies are necessary both to recycle existing plastic waste streams into high-value chem. feedstocks and to develop next-generation materials that are degradable by design. Here, we report a catalytic methodol. for the depolymerization of a com. phenoxy resin and high mol. weight hydroxylated polyolefin derivatives upon visible light irradiation near ambient temperature Proton-coupled electron transfer (PCET) activation of hydroxyl groups periodically spaced along the polymer backbone furnishes reactive alkoxy radicals that promote chain fragmentation through C-C bond β-scission. The depolymerization produces well-defined and isolable product mixtures that are readily diversified to polycondensation monomers. In addition to controlling depolymerization, the hydroxyl group modulates the thermomech. properties of these polyolefin derivatives, yielding materials with diverse properties. These results demonstrate a new approach to polymer recycling based on light-driven C-C bond cleavage that has the potential to establish new links within a circular polymer economy and influence the development of new degradable-by-design polyolefin materials. In the part of experimental materials, we found many familiar compounds, such as 8-Bromooctanoic acid(cas: 17696-11-6COA of Formula: C8H15BrO2)

8-Bromooctanoic acid(cas: 17696-11-6) acid is used in the synthesis of 8-(N-Methyl-4,4′-bipyridinyl)- octanoic acid. 8-Mercaptooctanoic acid was prepared from 8-bromooctanoic acid.COA of Formula: C8H15BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary