Tag: 100-200

The author of 《Synthesis of 2-(Isoquinolin-1-yl)prop-2-en-1-ones via Silver(I)-Catalyzed One-Pot Tandem Reaction of ortho-Alkynylbenzaldoximes with Propargylic Alcohols》 were Nikbakht, Ali; Balalaie, Saeed; Breit, Bernhard. And the article was published in Organic Letters in 2019. COA of Formula: C7H5BrO The author mentioned the following in the article:

The silver(I)-catalyzed reaction of ortho-alkynylbenzaldoximes with propargylic alcs. represents a new strategy for the divergent one-pot synthesis of 2-(isoquinolin-1-yl) prop-2-en-1-ones via tandem 6-endo-cyclization, 1,3-dipolar cycloaddition, and intramol. dehydrative opening of the 2,3-dihydroisoxazole ring. This synthetic protocol tolerates a wide variety of ortho-alkynylbenzaldoximes and propargylic alcs. and affords the corresponding products in excellent yields. After reading the article, we found that the author used o-Bromobenzaldehyde(cas: 6630-33-7COA of Formula: C7H5BrO)

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.COA of Formula: C7H5BrOSynthetic 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

The author of 《Synthesis and Characterization of Cucurbit[6]uril Supported Copper Oxide Nanoparticles, CuO@CB[6]: Application as Nanocatalyst for the Synthesis of 2H-indazoles》 were Verma, Shruti; Kujur, Shelly; Agrahari, Bhumika; Layek, Samaresh; Pathak, Devendra D.. And the article was published in ChemistrySelect in 2019. Recommanded Product: o-Bromobenzaldehyde The author mentioned the following in the article:

Fine nanoparticles of CuO, generated in-situ by the chem. reduction method, were immobilized on cucurbit[6]uril support to afford nanocomposite CuO@CB[6] as an air-stable green powder. The nanocomposite was fully characterized by various physicochem. techniques, such as FTIR, PXRD, XPS, FESEM, EDX, Elemental mapping, HRTEM, TGA, and ICP-AES. It has been found to be an efficient heterogeneous nanocatalyst for the synthesis of a series of 2H-indazoles I (R1 = H, Me, F; R2 = Pr, cyclohexyl, 4-methoxyphenyl, 2-pyridinyl, etc.) from aldehydes 2-Br-4-R1C6H3CHO, amines R2NH2, and sodium azide, under base- and ligand-free conditions, at a low concentration of the metal (0.2 mol%). The augmented catalytic activity of the CuO NPs is attributed to the fine size of the nanoparticles. The nanocatalyst was retrieved from the reaction mixture by simple filtration and reused up to five times with insignificant deprivation in its catalytic activity. All synthesized 2H-indazoles were isolated in good to excellent yield (55-96%) and characterized by 1H and 13C NMR studies. Three new indazoles are addnl. characterized by DEPT 135 spectroscopy and HRMS spectra. The experimental part of the paper was very detailed, including the reaction process of o-Bromobenzaldehyde(cas: 6630-33-7Recommanded Product: o-Bromobenzaldehyde)

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

Hanieh, Patrizia N.; Forte, Jacopo; Meo, Chiara Di; Ammendolia, Maria Grazia; Del Favero, Elena; Cantu, Laura; Rinaldi, Federica; Marianecci, Carlotta; Carafa, Maria published an article in 2021. The article was titled 《Hyaluronic acid derivative effect on niosomal coating and interaction with cellular mimetic membranes》, and you may find the article in Molecules.Electric Literature of C4H7BrO2 The information in the text is summarized as follows:

Hyaluronic acid (HA) is one of the most used biopolymers in the development of drug delivery systems, due to its biocompatibility, biodegradability, non-immunogenicity and intrinsic-targeting properties. HA specifically binds to CD44; this property combined to the EPR effect could provide an option for reinforced active tumor targeting by nanocarriers, improving drug uptake by the cancer cells via the HA-CD44 receptor-mediated endocytosis pathway. Moreover, HA can be easily chem. modified to tailor its physico-chem. properties in view of specific applications. The derivatization with cholesterol confers to HA an amphiphilic character, and then the ability of anchoring to niosomes. HA-Chol was then used to coat Span or Tween niosomes providing them with an intrinsic targeting shell. The nanocarrier physico-chem. properties were analyzed in terms of hydrodynamic diameter, ζ-potential, and bilayer structural features to evaluate the difference between naked and HA-coated niosomes. Niosomes stability was evaluated over time and in bovine serum. Moreover, interaction properties of HA-coated nanovesicles with model membranes, namely liposomes, were studied, to obtain insights on their interaction behavior with biol. membranes in future experiments The obtained coated systems showed good chem. phys. features and represent a good opportunity to carry out active targeting strategies. In addition to this study using 4-Bromobutanoic acid, there are many other studies that have used 4-Bromobutanoic acid(cas: 2623-87-2Electric Literature of C4H7BrO2) was used in this study.

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.).Electric Literature of C4H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Brewster, Richard C.; Hulme, Alison N. published an article in 2021. The article was titled 《Halomethyl-Triazoles for Rapid, Site-Selective Protein Modification》, and you may find the article in Molecules.Application In Synthesis of Ethyl 3-bromopropanoate The information in the text is summarized as follows:

Post-translational modifications (PTMs) are used by organisms to control protein structure and function after protein translation, but their study is complicated and their roles are not often well understood as PTMs are difficult to introduce onto proteins selectively. Designing reagents that are both good mimics of PTMs, but also only modify select amino acid residues in proteins is challenging. Frequently, both a chem. warhead and linker are used, creating a product that is a misrepresentation of the natural modification. We have previously shown that biotin-chloromethyl-triazole is an effective reagent for cysteine modification to give S-Lys derivatives where the triazole is a good mimic of natural lysine acylation. Here, we demonstrate both how the reactivity of the alkylating reagents can be increased and how the range of triazole PTM mimics can be expanded. These new iodomethyl-triazole reagents are able to modify a cysteine residue on a histone protein with excellent selectivity in 30 min to give PTM mimics of acylated lysine side-chains. Studies on the more complicated, folded protein SCP-2L showed promising reactivity, but also suggested the halomethyl-triazoles are potent alkylators of methionine residues. In the part of experimental materials, we found many familiar compounds, such as Ethyl 3-bromopropanoate(cas: 539-74-2Application In Synthesis of Ethyl 3-bromopropanoate)

Ethyl 3-bromopropanoate(cas: 539-74-2) 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. Alkyl bromides are mainly used as alkylating agents and also find application as a solvent to extract oil from seeds and wool. Application In Synthesis of Ethyl 3-bromopropanoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Barysevich, Maryia V.; Aniskevich, Yauhen M.; Hurski, Alaksiej L. published an article in 2021. The article was titled 《Electrochemical Synthesis of 2-Bromoethyl and 2-Iodoethyl Ketones from Cyclopropanols》, and you may find the article in Synlett.Name: Methyl 3-bromopropanoate The information in the text is summarized as follows:

A simple electrochem. protocol for the preparation of 2-bromoethyl- and 2-iodoethyl ketones from cyclopropanols and magnesium halides were developed. The reaction proceeded with exclusive regioselectivity and without epimerization of the α-stereocenter in the products. The synthesized diastereomerically pure 2-bromoethyl ketones underwent smooth copper and nickel-catalyzed alkylation, alkenylation, and arylations reactions. In the experimental materials used by the author, we found Methyl 3-bromopropanoate(cas: 3395-91-3Name: Methyl 3-bromopropanoate)

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.Name: Methyl 3-bromopropanoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wu, Chongyang; Ying, Tao; Yang, Xinjie; Su, Weike; Dushkin, Alexandr V.; Yu, Jingbo published their research in Organic Letters in 2021. The article was titled 《Mechanochemical Magnesium-Mediated Minisci C-H Alkylation of Pyrimidines with Alkyl Bromides and Chlorides》.Formula: C4H7Br The article contains the following contents:

A novel method to synthesize 4-alkylpyrimidines by the mechanochem. magnesium-mediated Minisci reaction of pyrimidine derivatives and alkyl halides was reported. The reaction process operated with a broad substrate scope and excellent regioselectivity under mild conditions with no requirement of transition-metal catalysts, solvents, and inert gas protection. The practicality of this protocol was demonstrated by the up-scale synthesis, mechanochem. product derivatization and preparation of the antimalarial drug pyrimethamine. In the experiment, the researchers used (Bromomethyl)cyclopropane(cas: 7051-34-5Formula: 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.Formula: C4H7Br

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Cruz, Cole L.; Montgomery, John published their research in Chemical Science in 2021. The article was titled 《Nickel-catalyzed reductive coupling of unactivated alkyl bromides and aliphatic aldehydes》.Application In Synthesis of Ethyl 3-bromopropanoate The article contains the following contents:

A mild, convenient coupling of aliphatic aldehydes e.g., BnCH2CHO and unactivated alkyl bromides e.g., Br(CH2)3C(O)OEt has been developed. The catalytic system features the use of a common Ni(II) precatalyst and a readily available bioxazoline ligand and affords silyl-protected secondary alcs. e.g., BnCH2CH(OTES)(CH2)3C(O)OEt. The reaction is operationally simple, utilizes Mn as a stoichiometric reductant, and tolerates a wide range of functional groups. The use of 1,5-hexadiene as an additive is an important reaction parameter that provides significant benefits in yield optimizations. Initial mechanistic experiments support a mechanism featuring an alpha-silyloxy Ni species that undergoes formal oxidative addition to the alkyl bromide via a reductive cross-coupling pathway. In addition to this study using Ethyl 3-bromopropanoate, there are many other studies that have used Ethyl 3-bromopropanoate(cas: 539-74-2Application In Synthesis of Ethyl 3-bromopropanoate) was used in this study.

Ethyl 3-bromopropanoate(cas: 539-74-2) 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. Moreover, several studies demonstrate that the average proportion of bromine in drugs is significantly higher than that in natural products. Application In Synthesis of Ethyl 3-bromopropanoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Understanding the Chemoselectivity in Palladium-Catalyzed Three-Component Reaction of o-Bromobenzaldehyde, N-Tosylhydrazone, and Methanol》 was written by Ren, Xiaojian; Zhu, Lei; Yu, Yinghua; Wang, Zhi-Xiang; Huang, Xueliang. COA of Formula: C7H5BrO And the article was included in Organic Letters in 2020. The article conveys some information:

To understand the ligand-controlled palladium-catalyzed coupling of o-bromobenzaldehyde, N-tosylhydrazone, and methanol to give Me 2-benzylbenzoic ester or Me ether, we herein investigated the mechanisms which account for how C-C and C-O bonds are formed and why bidentate dppf/dppb ligands afford ester, whereas P(o-tolyl)3 ligand gives ether. The ester chemoselectivity of the bidentate ligands is attributed to the strong electron-donating effect that disfavors the C,Br-reductive elimination of the coupling intermediate of o-bromobenzaldehyde and N-tosylhydrazone.o-Bromobenzaldehyde(cas: 6630-33-7COA of Formula: C7H5BrO) was used in this study.

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.COA of Formula: C7H5BrOIt 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

Application In Synthesis of 1-Bromo-2-isopropylbenzeneIn 2016 ,《Synthesis of Conformationally Constrained Esters and Amines by Pd-Catalyzed α-Arylation of Hindered Substrates》 was published in ACS Catalysis. The article was written by Martin, Anthony; Vors, Jean-Pierre; Baudoin, Olivier. The article contains the following contents:

The α-arylation of sterically hindered silyl ketene acetals (SKAs) with sterically hindered aryl bromides occurs efficiently using Pd[P(t-Bu)3]2 as the optimal catalyst and ZnF2 as a promoter. Less sensitive P(t-Bu)3-based catalysts could be also employed but showed a lower activity. The reaction showed a broad scope with regard to both coupling partners, including heteroaryl bromides and cyclic SKAs. It also proved to be scalable to multigram quantities, which allowed us to further transform the ester group and to access conformationally constrained benzyl- and phenethylamines, highly sought-after building blocks for the synthesis of new agrochems. The experimental part of the paper was very detailed, including the reaction process of 1-Bromo-2-isopropylbenzene(cas: 7073-94-1Application In Synthesis of 1-Bromo-2-isopropylbenzene)

1-Bromo-2-isopropylbenzene(cas: 7073-94-1) 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. Application In Synthesis of 1-Bromo-2-isopropylbenzene 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

In 2022,Wang, Hongyu; Liu, Chen-Fei; Martin, Robert T.; Gutierrez, Osvaldo; Koh, Ming Joo published an article in Nature Chemistry. The title of the article was 《Directing-group-free catalytic dicarbofunctionalization of unactivated alkenes》.COA of Formula: C4H7Br The author mentioned the following in the article:

A directing-group-free, nickel-catalyzed strategy that couples a broad array of unactivated and activated olefins, e.g., (3-methylbut-3-en-1-yl)benzene with aryl-substituted triflates, e.g., p-tolyl trifluoromethanesulfonate and organometallic nucleophiles, e.g., phenylmagnesium bromide to afford diarylation adducts, e.g., (2-methyl-2-(p-tolyl)butane-1,4-diyl)dibenzene in either regioisomeric form, in up to 93% yield and >98% site selectivity was described. By switching the reagents involved, the present strategy may be extended to other classes of dicarbofunctionalization reactions. Mechanistic and computational investigations offer insights into the origin of the observed regiochem. outcome and the utility of the method is highlighted through the concise syntheses of biol. active mols. The catalyst control principles reported are expected to advance efforts towards the development of general site-selective alkene functionalization, removing the requirement for neighboring activating groups. After reading the article, we found that the author used (Bromomethyl)cyclopropane(cas: 7051-34-5COA of Formula: 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.COA of Formula: C4H7Br

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary