Tag: 100-200

《Cobalt(I)-Catalyzed Borylation of Unactivated Alkyl Bromides and Chlorides》 was published in Organic Letters in 2020. These research results belong to Verma, Piyush Kumar; Prasad, K. Sujit; Varghese, Dominic; Geetharani, K.. Synthetic Route of C4H7Br The article mentions the following:

A Co-complex-catalyzed borylation of a wide range of alkyl halides with a diboron reagent (B2pin2 or B2neop2) was developed under mild reaction conditions, demonstrating the 1st Co-mediated cross-coupling with alkyl electrophiles. This protocol allows alkyl boronic esters to be accessed from alkyl halides, including alkyl chlorides, which were used rarely as coupling partners. Mechanistic studies reveal the possible involvement of an alkyl radical intermediate in this Co-mediated catalytic cycle. After reading the article, we found that the author used (Bromomethyl)cyclopropane(cas: 7051-34-5Synthetic Route of C4H7Br)

(Bromomethyl)cyclopropane(cas: 7051-34-5) is used as a synthetic building block for the introduction of the cyclopropylmethyl group. It was also used in the synthesis of 1,4-dienes via iron-catalyzed cross-coupling with alkenyl Grignard reagents.Synthetic Route of C4H7Br

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,Zhong, Qidi; Wang, Yinxin; Lan, Hanyang; Zhu, Hao; Fan, Qiangwen published an article in Journal of Organic Chemistry. The title of the article was 《Construction of 3,12-Diazatetracyclododecane-dienes through Unexpected Visible-Light-Induced Radical Cascade Cyclization》.Application In Synthesis of (Bromomethyl)cyclopropane The author mentioned the following in the article:

A novel visible-light-induced cascade radical cyclization reaction of 3-cyano-4-aryl-1,4-dihydropyridines I (R1 = cyclopropylmethyl, benzyl, 4-chlorobenzyl, naphthalen-2-ylmethyl, etc.; R2 = Ph, 4-chlorophenyl, 3-methylphenyl, 2-fluorophenyl, etc.) for the construction of 3,12-diazatetracyclododecane-diene derivatives II is reported for the first time. In the presence of 410 nm blue LED lamp as the light source and ethanol as the solvent, the reactions proceed smoothly to afford photocyclization products in good yields. The process is carried out through the breaking of original C=C double bonds and the formation of three new single bonds in one pot and proved to be able to tolerate different substituents. The experimental process involved the reaction of (Bromomethyl)cyclopropane(cas: 7051-34-5Application In Synthesis of (Bromomethyl)cyclopropane)

(Bromomethyl)cyclopropane(cas: 7051-34-5) is used as a synthetic building block for the introduction of the cyclopropylmethyl group. It was also used in the synthesis of 1,4-dienes via iron-catalyzed cross-coupling with alkenyl Grignard reagents.Application In Synthesis of (Bromomethyl)cyclopropane

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,Si, Min; Yan, Jiaqi; Ding, Yongzheng; Huang, Hanmin published an article in Organic & Biomolecular Chemistry. The title of the article was 《Pd-Catalyzed carbonylative lactonization of 2-halidearomatic aldehydes with H2O as a nucleophile》.Name: o-Bromobenzaldehyde The author mentioned the following in the article:

A palladium-catalyzed carbonylative cyclization reaction of 2-halidebenzaldehydes with H2O was described, which provided a strategy for the synthesis of diversely substituted 3,3′-oxyphthalides. Notably, the obtained 3,3′-oxyphthalide could be easily transformed into 3-aryl and alkyl phthalides with excellent efficiency using organozinc reagents under mild reaction conditions. The experimental process involved the reaction of o-Bromobenzaldehyde(cas: 6630-33-7Name: o-Bromobenzaldehyde)

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Name: o-BromobenzaldehydeSynthetic 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

In 2022,Zhang, Can; Hu, Jinnuo; Song, Jingya; Wu, Maotong; Zhang, Zhen published an article in ACS Food Science & Technology. The title of the article was 《Development of ic-ELISAs for the Detection of Bisphenol A Diglycidyl Ether and Its Derivatives in Canned Luncheon Meats》.Name: Ethyl 4-bromobutyrate The author mentioned the following in the article:

Canned foods are widely consumed because of their convenience, hygiene, and nutrition. Bisphenol A diglycidyl ether (BADGE), an industrial product of epichlorohydrin and bisphenol A, widely exists in the inner coating of canned foods. A hydrolysis or chlorination reaction of BADGE can occur in the process of storage, forming a variety of derivatives such as bisphenol A (2,3-dihydroxypropyl) glycidyl ether (BADGE·H2O), bisphenol A (3-chloro-2-hydroxypropyl) glycidyl ether (BADGE·HCl), and bisphenol A (3-chloro-2-hydroxypropyl) (2,3-dihydroxypropyl) glycidyl ether (BADGE·HCl·H2O), which seriously threaten consumer′s health. In this research, two haptens were successfully synthesized, and antibodies were obtained by the s.c. immunization of New Zealand rabbits. Indirect competitive enzyme-linked immunosorbent assays (ic-ELISAs) were established for the detection of BADGE, BADGE·H2O, BADGE·HCl, and BADGE·HCl·H2O, and the IC15 values (concentrations at an inhibition rate of 15%) were determined as 0.73, 0.39, 0.78, and 1.45 ng/mL, resp. The recovery of BADGE and its derivatives at various spiking levels in canned luncheon meat samples ranged from 76.70 to 98.35%. The results detected by the proposed ic-ELISAs were also validated by HPLC anal., which showed a good agreement (R2 = 0.9861). In the experiment, the researchers used Ethyl 4-bromobutyrate(cas: 2969-81-5Name: Ethyl 4-bromobutyrate)

Ethyl 4-bromobutyrate(cas: 2969-81-5) belongs to bromides. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents.Name: Ethyl 4-bromobutyrate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Kuribara, Takahito; Nakajima, Masaya; Nemoto, Tetsuhiro published an article in 2022. The article was titled 《A visible-light activated secondary phosphine oxide ligand enabling Pd-catalyzed radical cross-couplings》, and you may find the article in Nature Communications.Safety of (Bromomethyl)cyclopropane The information in the text is summarized as follows:

A secondary phosphine oxide ligand bearing a visible-light sensitization moiety and apply it to Pd-catalyzed radical cross-coupling reactions was reported. The tautomeric phosphinous acid coordinates to palladium in-situ, allowing for pseudo-intramol. single-electron transfer between the ligand and palladium. Mol. design of the metal complexes aided by time-dependent d. functional theory calculations enables the involvement of allyl radicals from π-allyl palladium(II) complexes, and alkyl and aryl radicals from the corresponding halides and palladium(0) complex. This complex enables radical cross-couplings by ligand-to-Pd(II) and Pd(0)-to-ligand single-electron transfer under visible-light irradiation After reading the article, we found that the author used (Bromomethyl)cyclopropane(cas: 7051-34-5Safety of (Bromomethyl)cyclopropane)

(Bromomethyl)cyclopropane(cas: 7051-34-5) is used as a synthetic building block for the introduction of the cyclopropylmethyl group. It was also used in the synthesis of 1,4-dienes via iron-catalyzed cross-coupling with alkenyl Grignard reagents.Safety of (Bromomethyl)cyclopropane

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2017,Jiang, Yan; Zhuang, Chunlin; Chen, Long; Lu, Junjie; Dong, Guoqiang; Miao, Zhenyuan; Zhang, Wannian; Li, Jian; Sheng, Chunquan published 《Structural Biology-Inspired Discovery of Novel KRAS-PDEδ Inhibitors》.Journal of Medicinal Chemistry published the findings.Recommanded Product: 3395-91-3 The information in the text is summarized as follows:

Structural biol. is a powerful tool for investigating the stereospecific interactions between a protein and its ligand. Herein, an unprecedented chiral binding pattern was observed for inhibitors of KRAS-PDEδ interactions. Virtual screening and X-ray crystallog. studies revealed that two enantiomers of a racemic inhibitor could bind at different sites. Fragment-based drug design was used to identify highly potent PDEδ inhibitors that can be used as promising lead compounds for target validation and antitumor drug development. The results came from multiple reactions, including the reaction of Methyl 3-bromopropanoate(cas: 3395-91-3Recommanded Product: 3395-91-3)

Methyl 3-bromopropanoate(cas: 3395-91-3) 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.Recommanded Product: 3395-91-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2016,Li, Qing; Han, Li; Zhang, Bin; Zhou, Jinpei; Zhang, Huibin published 《Synthesis and biological evaluation of triazole based uracil derivatives as novel DPP-4 inhibitors》.Organic & Biomolecular Chemistry published the findings.COA of Formula: C4H7BrO2 The information in the text is summarized as follows:

A series of triazole based uracil derivatives I (R1 = H, 2-F, 2-Me-5-Cl, 4-OMe, etc.) and II [R2 = 2-EtO2CC6H4, 3-HO2CC6H4, CH2CO2H, CH2CO2Et, CH(CH3)CO2H, etc.] were designed and synthesized as novel DPP-4 inhibitors. Compound I (R1 = H) was identified as a lead compound for SAR studies focused on the structural modification at the S2′ subsite of DPP-4. The novel analogs I (R1 = 2-F, 3-F, 4-F, 2,4-F2) were obtained by modifying the substituents at the Ph group and compounds II by introducing the carbonyl group. On screening in DPP-4, compounds II [R2 = (CH2)2CO2H, (CH2)2CO2Me, CH2CH:CHCO2H] showed a significant improvement in DPP-4 inhibitory activities compared to compound I (R1 = H) and showed comparable activities to the marketed DPP-4 inhibitor, alogliptin. Docking studies revealed new favorable binding modes of designed compounds in the S2′ subsite and proved that structural modifications in the S2′ subsite were an effective option to increase the inhibition of DPP-4. In vitro DPP-8 and DPP-9 tests indicated that all compounds showed excellent selectivity against DPP-8 and DPP-9. Further in vivo evaluation showed that compound II [R2 = (CH2)2CO2Me] could significantly improve oral glucose tolerance in ICR mice and dose-dependently reduced glucose levels in type 2 diabetic C57BL/6 mice. These data suggest that compound II (R2 = (CH2)2CO2Me) could be a promising DPP-4 inhibitor for future treatment of T2DM. The experimental part of the paper was very detailed, including the reaction process of Methyl 3-bromopropanoate(cas: 3395-91-3COA of Formula: C4H7BrO2)

Methyl 3-bromopropanoate(cas: 3395-91-3) 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.COA of Formula: C4H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

HPLC of Formula: 583-69-7On March 1, 2019, Kim, Sanghun; Matsubara, Ryosuke; Hayashi, Masahiko published an article in Journal of Organic Chemistry. The article was 《Activated Carbon-Promoted Dehydrogenation of Hydroquinones to Benzoquinones, Naphthoquinones, and Anthraquinones under Molecular Oxygen Atmosphere》. The article mentions the following:

We found that the activated carbon-mol. oxygen system promotes the conversion of hydroquinones to benzoquinones, naphthoquinones, and anthraquinones, which are often found in natural products and pharmaceuticals. In particular, the one-pot synthesis of naphthoquinones and anthraquinones involving a Diels-Alder reaction is a useful protocol for this purpose. In the experiment, the researchers used many compounds, for example, 2-Bromobenzene-1,4-diol(cas: 583-69-7HPLC of Formula: 583-69-7)

2-Bromobenzene-1,4-diol(cas: 583-69-7) belongs to organobromine compounds.Organobromine chemicals are produced naturally by an array of biological and other chemical processes in our environment. HPLC of Formula: 583-69-7Some of these compounds are identical to man-made organobromine compounds, such as methyl bromide, bromoform, and bromophenols, but many others are entirely new moleclar entities, often possessing extraordinary and important biological properties.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Visible-light reversible photopolymerization: insights via online photoflow – electrospray ionization – mass spectrometry》 was written by Van De Walle, Matthias; Petit, Charlotte; Blinco, James P.; Barner-Kowollik, Christopher. Reference of Ethyl 4-bromobutyrateThis research focused onvisible light reversible photopolymerization electrospray ionization mass spectrometry. The article conveys some information:

Light as a non-invasive and clean external stimulus provides a facile route towards macromol. design. Herein, we demonstrate the scalable synthesis of catalyst-free, visible-light mediated photo-oligomers and -polymers via a step-growth mechanism. Both a batch approach and a continuous photoflow setup are employed to investigate the degree of polymerization and scalability. Violet blue light at 415 nm triggers [2 + 2]-cycloadditions of a pyrene-chalcone derivative to grow linear step-growth polymers, while subsequent UV-B light irradiation triggers the depolymerization The process was monitored online via a photoflow – high resolution electrospray ionization mass spectrometry setup (ESI-MS). Size exclusion chromatog. provides addnl. off-line anal. of both the polymerization and photodegradation over time. By changing the color of light, photopolymers can be recycled and reshaped, allowing these macromol. precursors to be applied to reversible and photodegradable material design. In addition to this study using Ethyl 4-bromobutyrate, there are many other studies that have used Ethyl 4-bromobutyrate(cas: 2969-81-5Reference of Ethyl 4-bromobutyrate) was used in this study.

Ethyl 4-bromobutyrate(cas: 2969-81-5) 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.Reference of Ethyl 4-bromobutyrate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《The impact of an isoreticular expansion strategy on the performance of iodine catalysts supported in multivariate zirconium and aluminum metal-organic frameworks》 was published in Dalton Transactions in 2019. These research results belong to Tahmouresilerd, Babak; Moody, Michael; Agogo, Louis; Cozzolino, Anthony F.. Formula: C6H5BrO2 The article mentions the following:

Iodine functionalized variants of DUT-5 (Al) and UiO-67 (Zr) were prepared as expanded-pore analogs of MIL-53 (Al) and UiO-67 (Zr). They were prepared using a combination of multivariate and isorecticular expansion strategies. Multivariate MOFs with a 25% iodine-containing linker was chosen to achieve an ideal balance between a high d. of catalytic sites and sufficient space for efficient diffusion. Changes to the oxidation potential of the catalyst as a result of the pore-expansion strategy led to a decrease in activity with electron rich substrates. On the other hand, these larger frameworks proved to be more efficient catalysts for substrates with higher oxidation potentials. Recyclability tests for these larger MOFs showed sustained catalytic activity over multiple recycles. In the experiment, the researchers used many compounds, for example, 2-Bromobenzene-1,4-diol(cas: 583-69-7Formula: C6H5BrO2)

2-Bromobenzene-1,4-diol(cas: 583-69-7) 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. Formula: C6H5BrO2 Moreover, several studies demonstrate that the average proportion of bromine in drugs is significantly higher than that in natural products.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary