Month: October 2022

Tien, Chieh-Hung; Trofimova, Alina; Holownia, Aleksandra; Kwak, Branden S.; Larson, Reed T.; Yudin, Andrei K. published the artcile< Carboxyboronate as a Versatile In Situ CO Surrogate in Palladium-Catalyzed Carbonylative Transformations>, Computed Properties of 576-83-0, the main research area is CO surrogate palladium catalyzed carbonylative transformation; aminocarbonylation alkoxycarbonylation Sonogashira Zuzuki Miyaura coupling catalyst; C1 building blocks; CO surrogates; carbonylation; carboxyboronates; palladium catalysis.

The application of carboxy-MIDA-boronate (MIDA=N-methyliminodiacetic acid) as an in situ CO surrogate for various palladium-catalyzed transformations is described. Carboxy-MIDA-boronate was previously shown to be a bench-stable boron-containing building block for the synthesis of borylated heterocycles. The present study demonstrates that, in addition to its utility as a precursor to heterocycle synthesis, carboxy-MIDA-boronate is an excellent in situ CO surrogate that is tolerant of reactive functionalities such as amines, alcs., and carbon-based nucleophiles. Its wide functional-group compatibility is highlighted in the palladium-catalyzed aminocarbonylation, alkoxycarbonylation, carbonylative Sonogashira coupling, and carbonylative Suzuki-Miyaura coupling of aryl halides. A variety of amides, esters, (hetero)aromatic ynones, and bis(hetero)aryl ketones were synthesized in good-to-excellent yields in a one-pot fashion.

Angewandte Chemie, International Edition published new progress about Alkoxycarbonylation. 576-83-0 belongs to class bromides-buliding-blocks, and the molecular formula is C9H11Br, Computed Properties of 576-83-0.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Luo, Jiaying; Lu, Youling; Liu, Saiwen; Liu, Jing; Deng, Guo-Jun published the artcile< Efficient One-Pot Synthesis of Dibenzopyranones via a Decarboxylative Cross-Coupling and Lactonization Sequence>, Safety of Methyl 2-bromo-5-fluorobenzoate, the main research area is dibenzopyranone preparation decarboxylative coupling lactonization halobenzoate nitrobenzoic acid; copper palladium catalyst decarboxylative coupling lactonization halobenzoate nitrobenzoic acid.

A highly selective palladium bis(acetoacetonate)/copper(I) chloride [Pd(acac)2/CuCl] catalytic system for the preparation of dibenzopyranones has been developed. Tandem decarboxylative coupling and lactonization can be realized in one pot using com. available starting materials. The reaction proceeded well for a range of different substrates.

Advanced Synthesis & Catalysis published new progress about Aromatic carboxylic acids Role: RCT (Reactant), RACT (Reactant or Reagent) (nitro-). 6942-39-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H6BrFO2, Safety of Methyl 2-bromo-5-fluorobenzoate.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Bai, Xueying; Huang, Liliang; Qing, Bin; Zuo, Zhicheng; Feng, Huangdi published the artcile< Catalyst-Free Hydrogen Proton Transfer Reduction of Nitrobenzamides to Aminobenzamides with i-PrOH/KOH System>, Computed Properties of 3959-07-7, the main research area is aminobenzamide preparation chemoselective; nitrobenzamide hydrogen proton transfer reduction.

A reduction of nitrobenzenes via the combination of KOH and isopropanol was established for the general synthesis of aniline derivatives A metal catalyst isn’t required in this alternative reduction reaction, and a series of nitrobenzamide compounds RC6H4C(O)NHR1 (R = 2-NO2, 3-NO2, 4-NO2; R1 = 4-bromobenzyl, 2,6-diisopropylphenyl, 3-methoxybenzyl, etc.) were chemoselectively reduced into the corresponding aminobenzamides RC6H4C(O)NHR1 (R = 2-NH2, 3-NH2, 4-NH2) in good to excellent yields. This reaction is operationally simple, and proceeds under mild conditions.

Asian Journal of Organic Chemistry published new progress about Aromatic amines Role: SPN (Synthetic Preparation), PREP (Preparation). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Computed Properties of 3959-07-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zheng, Pengcheng; Li, Chengcheng; Mou, Chengli; Pan, Dingwu; Wu, Shuquan; Xue, Wei; Jin, Zhichao; Chi, Yonggui Robin published the artcile< Efficient Access to 2-Pyrones via Carbene-Catalyzed Oxidative [3+3] Reactions between Enals and Nitrogen Ylides>, Recommanded Product: 3-(4-Bromophenyl)acrylaldehyde, the main research area is pyrone preparation; enal nitrogen ylide oxidative cycloaddition carbene catalyst.

A carbene-catalyzed oxidative [3+3] cycloaddition reaction between enals and nitrogen ylides for quick access to 2-pyrones I [R = Et, Ph, 2-naphthyl, etc.; Ar = Ph, 4-BrC6H4, 2-furyl, etc.] was reported. Inexpensive and easily prepared 2′-pyridinium bromide salts were used as precursors of pyridinium ylides to react with enals in this catalytic reactions.

Asian Journal of Organic Chemistry published new progress about [3+3] Cycloaddition reaction. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Recommanded Product: 3-(4-Bromophenyl)acrylaldehyde.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Han, Hongwei; Xu, Xinhong; Ma, Yingying; Luo, Yuelin; Wang, Zizhen; Yang, Minkai; Wen, Zhongling; Zhang, Yahan; Yin, Tongming; Zhao, Quan; Lin, Hongyan; Lu, Guihua; Yang, Rongwu; Wang, Xiaoming; Qi, Jinliang; Yang, Yonghua published the artcile< Discovering Podophyllotoxin Derivatives as Potential Anti-Tubulin Agents: Design, Synthesis and Biological Evaluation>, Safety of Ethyl 2-(3-bromophenyl)acetate, the main research area is podophyllotoxin preparation antitubulin antitumor mol docking human.

Here, a series of novel aryl 1,3,4-oxadiazole/1,3,4-thiadiazole acid podophyllotoxin ester derivatives were synthesized. Among these compounds, I (R = C6H5, 4-ClC6H4CH2, 3-FC6H4CH2, etc.) exhibited excellent antiproliferation activity against MCF-7 cells (IC50 = 2.46 +/- 0.12μM). Furthermore, I caused cell cycle arrest at the G2/M phase and induced cell apoptosis. Confocal microscopy showed that I inhibited microtubule polymerization by causing cancer cell growth inhibition. Mol. docking results suggested I could bind to the active binding site of tubulin. In a mouse model, compound I suppressed malignant growth without causing significant toxicity to normal tissues. These findings support the utility of I as a novel compound for the development of anticancer agent.

ChemistrySelect published new progress about Antitumor agents. 14062-30-7 belongs to class bromides-buliding-blocks, and the molecular formula is C10H11BrO2, Safety of Ethyl 2-(3-bromophenyl)acetate.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Shestakov, V. A.; Lisitsyn, V. N. published the artcile< Mobility of bromide atoms in 4-substituted 2-bromobenzoic acids during copper(I) catalysis>, COA of Formula: C7H4BrNO4, the main research area is bromo benzoic acid substitution; benzoic acid bromo substitution; substitution bromo benzoic acid.

The effect of R in 4,2-RBrC6H3-CO2H on the mobility of Br in aqueous piperidine at 60° in the presence of CuCl varies in the order OH > NH2 > I > H > NO2. Thus, the introduction of an electron-donor substituent facilitates the formation of a Cu-Br bond and increases the tendency of an aryl halogen to substitution reactions.

Trudy Instituta – Moskovskii Khimiko-Tekhnologicheskii Institut imeni D. I. Mendeleeva published new progress about Solvolysis. 16426-64-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrNO4, COA of Formula: C7H4BrNO4.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Lutter, Ferdinand H.; Grokenberger, Lucie; Perego, Luca Alessandro; Broggini, Diego; Lemaire, Sebastien; Wagschal, Simon; Knochel, Paul published the artcile< Regioselective functionalization of aryl azoles as powerful tool for the synthesis of pharmaceutically relevant targets>, Quality Control of 401-78-5, the main research area is phenyl trimethylsilyltriazole aryl bromide palladium catalyst regioselective Negishi coupling; aryl phenyl trimethylsilyltriazole preparation.

The metalation of 1-aryl-1H-1,2,3-triazoles and other related heterocycles with sterically hindered metal-amide bases were investigated. A room temperature and highly regioselective ortho-magnesiation of several aryl azoles using a tailored magnesium amide, TMPMgBu (TMP = 2,2,6,6-tetramethylpiperidyl) in hydrocarbon solvents followed by an efficient Pd-catalyzed arylation was reported. This scalable and selective reaction allows variation of the initial substitution pattern of the aryl ring, the nature of the azole moiety, as well as the nature of the electrophile. This versatile method can be applied to the synthesis of bioactive azole derivatives and complements existing metal-mediated ortho-functionalizations.

Nature Communications published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Quality Control of 401-78-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chen, Xiang-Yu; Chen, Kun-Quan; Sun, De-Qun; Ye, Song published the artcile< N-Heterocyclic carbene-catalyzed oxidative [3+2] annulation of dioxindoles and enals: cross coupling of homoenolate and enolate>, Recommanded Product: 3-(4-Bromophenyl)acrylaldehyde, the main research area is spirocyclic oxindole lactone preparation; dioxindole enal oxidative annulation heterocyclic carbene catalyst.

The N-heterocyclic carbene-catalyzed oxidative [3+2] annulation of dioxindoles I (R = H, Bn; X = H, 4-Br, 5-H3CO, 6-Br) and enals R1CH=CHCHO (R1 = n-C6H13, HC=CHCH3, 4-FC6H4, etc.) was developed for giving the corresponding spirocyclic oxindole-γ-lactones II and III in good yields with high to excellent diastereo- and enantioselectivities. The challenging aliphatic enals worked effectively using this strategy. The oxidative cross coupling of homoenolate and enolate via single electron transfer was proposed as the key step for the reaction.

Chemical Science published new progress about Cross-coupling reaction, stereoselective. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Recommanded Product: 3-(4-Bromophenyl)acrylaldehyde.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Adeniji, Adegoke O.; Twenter, Barry M.; Byrns, Michael C.; Jin, Yi; Chen, Mo; Winkler, Jeffrey D.; Penning, Trevor M. published the artcile< Development of Potent and Selective Inhibitors of Aldo-Keto Reductase 1C3 (Type 5 17β-Hydroxysteroid Dehydrogenase) Based on N-Phenyl-Aminobenzoates and Their Structure-Activity Relationships>, Product Details of C9H9BrO3, the main research area is aldo keto reductase inhibitor phenyl aminobenzoate preparation SAR.

Aldo-keto reductase 1C3 (AKR1C3; type 5 17β-hydroxysteroid dehydrogenase) is overexpressed in castration resistant prostate cancer (CRPC) and is implicated in the intratumoral biosynthesis of testosterone and 5α-dihydrotestosterone. Selective AKR1C3 inhibitors are required because compounds should not inhibit the highly related AKR1C1 and AKR1C2 isoforms which are involved in the inactivation of 5α-dihydrotestosterone. NSAIDs, N-phenylanthranilates in particular, are potent but nonselective AKR1C3 inhibitors. Using flufenamic acid, 2-{[3-(trifluoromethyl)phenyl]amino}benzoic acid, as lead compound, five classes of structural analogs were synthesized and evaluated for AKR1C3 inhibitory potency and selectivity. Structure-activity relationship (SAR) studies revealed that a meta-carboxylic acid group relative to the amine conferred pronounced AKR1C3 selectivity without loss of potency, while electron withdrawing groups on the phenylamino B-ring were optimal for AKR1C3 inhibition. Lead compounds did not inhibit COX-1 or COX-2 but blocked the AKR1C3 mediated production of testosterone in LNCaP-AKR1C3 cells. These compounds offer promising leads toward new therapeutics for CRPC.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 17100-65-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H9BrO3, Product Details of C9H9BrO3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Ge, Liang; Wang, Ding-Xing; Xing, Renyi; Ma, Di; Walsh, Patrick J.; Feng, Chao published the artcile< Photoredox-catalyzed oxo-amination of aryl cyclopropanes>, Application of C21H22BrP, the main research area is aryl cyclopropane azole iridium photocatalyst ring opening oxidative amination; azolylalkyl ketone regioselective preparation.

A photoredox-coupled ring-opening oxo-amination of electronically unbiased cyclopropanes, which enabled the expedient construction of a host of structurally diverse β-amino ketone derivatives Through one electron oxidation, the relatively inert aryl cyclopropanes were readily converted into reactive radical cation intermediates, which in turn participate in the ensuing ring-opening functionalizations. Based on mechanistic studies, the present oxo-amination was proposed to proceed through an SN2-like nucleophilic attack/ring-opening manifold. This protocol featured wide substrate scope, mild reaction conditions, and use of dioxygen as an oxidant both for catalyst regeneration and oxygen-incorporation. Moreover, a one-pot formal aminoacylation of olefins was described through a sequential cyclopropanation/oxo-amination.

Nature Communications published new progress about Aminoacylation (regioselective). 1530-33-2 belongs to class bromides-buliding-blocks, and the molecular formula is C21H22BrP, Application of C21H22BrP.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary