Category: 401-78-5

Mhadhbi, Oumaima; Liu, Linhao; Benzai, Amal; Mellah, Besma; Besbes, Neji; Ollivier, Jerome; Cordier, Marie; Doucet, Henri published the artcile< Palladium-catalyzed direct C5-arylation or C4,C5-diarylation of 2-alkylisothiazol-3-ones>, Reference of 401-78-5, the main research area is aryl alkylisothiazolone preparation regioselective; alkylisothiazolone aryl bromide paladium catalyst arylation.

The regioselectivity of the Pd-catalyzed direct arylation of unsubstituted 2-alkylisothiazol-3(2H)-ones was investigated. Conditions for the regioselective palladium-catalyzed direct C5-arylation of 2-alkylisothiazol-3-ones using aryl bromides as the coupling partners are reported. This procedure tolerates a wide variety of substituents such as nitro, nitrile, ester, chloro, fluoro, trifluoromethyl, trifluoromethoxy, difluoromethoxy at para-, meta- and also ortho-positions on the aryl bromide. Both methyl- and octyl-substituents at 2-position of alkylisothiazol-3-ones are tolerated. Moreover, at a more elevated temperature in the presence of a larger excess of the aryl bromide, the access to the C4,C5-diarylated alkylisothiazol-3-ones is also possible, revealing that the C4-position of isothiazol-3(2H)-ones is reactive for direct arylation when the C5-position is blocked. Therefore, this method provides a one pot access to a wide variety of isothiazolinone derivatives allowing to modify easily their biol. properties.

Tetrahedron 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, Reference of 401-78-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Tang, Shi; Xu, Zhen-Hua; Liu, Ting; Wang, Shuo-Wen; Yu, Jian; Liu, Jian; Hong, Yu; Chen, Shi-Lu; He, Jin; Li, Jin-Heng published the artcile< Radical 1,4-Aryl Migration Enabled Remote Cross-Electrophile Coupling of α-Amino-β-Bromo Acid Esters with Aryl Bromides>, Synthetic Route of 401-78-5, the main research area is arylated amino acid ester regioselective diastereoselective preparation; aminobromo acid ester aryl bromide tandem coupling nickel catalyst; amino acid esters; cross-electrophile coupling; nickel radical relay; radical aryl migration.

Here an unprecedented, efficient nickel-catalyzed radical relay was reported for the remote cross-electrophile coupling of β-bromo-α-benzylamino acid esters with aryl bromides via 1,4-aryl migration/arylation cascades. β-Bromo-α-benzylamino acid esters were considered as unique mol. scaffolds allowing for aryl migration reactions, which were conceptually novel variants for the radical Truce-Smiles rearrangement. This reaction enabled the formation of two new C(sp3)-C(sp2) bonds using a bench-stable Ni/bipyridine/Zn system featuring a broad substrate scope and excellent diastereoselectivity, which provided an effective platform for the remote aryl group migration and arylation of amino acid esters via redox-neutral C(sp3)-C(sp2) bond cleavage. Mechanistically, this cascade reaction was accomplished by combining two powerful catalytic cycles consisting of a cross-electrophile coupling and radical 1,4-aryl migration through the generation of C(sp3)-centered radical intermediates from the homolysis of C(sp3)-Br bonds and the switching of the transient alkyl radical into a robust α-aminoalkyl radical.

Angewandte Chemie, International Edition published new progress about Amino acid esters Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Synthetic Route of 401-78-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Cheng, Xiaokai; Lu, Huangzhe; Lu, Zhan published the artcile< Enantioselective benzylic C-H arylation via photoredox and nickel dual catalysis>, Safety of 3-Bromobenzotrifluoride, the main research area is diaryl alkane enantioselective preparation; alkyl benzene aryl bromide benzylic arylation photoredox catalysis nickel.

Here, an enantioselective benzylic C(sp3)-H bond arylation via photoredox/nickel dual catalysis was reported. Sterically hindered chiral biimidazoline ligands were designed for this asym. cross-coupling reaction. Readily available alkyl benzenes and aryl bromides with various functional groups tolerance could be easily and directly transferred to useful chiral 1,1-diaryl alkanes I [R = Me, Et, Bn, etc.; Ar1 = Ph, 4-MeOC6H4, 4-FC6H4, 4-iBuC6H4, 2-naphthyl; Ar2 = 4-FC6H4, 3-CNC6H4, benzofuran-5-yl, etc.] including pharmaceutical intermediates and bioactive mols. This reaction proceeded smoothly under mild conditions without the use of external redox reagents.

Nature Communications published new progress about Alkanes Role: SPN (Synthetic Preparation), PREP (Preparation) (1,1-diaryl alkanes). 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Safety of 3-Bromobenzotrifluoride.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Tahir, Norini; Muniz-Miranda, Francesco; Everaert, Jonas; Tack, Pieter; Heugebaert, Thomas; Leus, Karen; Vincze, Laszlo; Stevens, Christian V.; Van Speybroeck, Veronique; Van Der Voort, Pascal published the artcile< Immobilization of Ir(I) complex on covalent triazine frameworks for C-H borylation reactions: A combined experimental and computational study>, Recommanded Product: 3-Bromobenzotrifluoride, the main research area is covalent triazine framework preparation carbon hydrogen borylation computational exptl.

Metal-modified covalent triazine frameworks (CTFs) have attracted considerable attention in heterogeneous catalysis due to their strong nitrogen-metal interactions exhibiting superior activity, stability and hence recyclability. Herein, authors report on a post-metalation of a bipyridine-based CTFs with an Ir(I) complex for C-H borylation of aromatic compounds Phys. characterization of the Ir(I)-based bipyCTF catalyst in combination with d. functional theory (DFT) calculations exhibit a high stabilization energy of the Ir-bipy moiety in the frameworks in the presence of B2Pin2. By using B2Pin2 as a boron source, Ir(I)@bipyCTF efficiently catalyzed the C-H borylation of various aromatic compounds with excellent activity and good recyclability. In addition, XAS anal. of the Ir(I)@bipyCTF gave clear evidence for the coordination environment of the Ir.

Journal of Catalysis published new progress about Borylation. 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Recommanded Product: 3-Bromobenzotrifluoride.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Varga, Bence; Szemesi, Peter; Nagy, Petra; Herbay, Reka; Holczbauer, Tamas; Fogassy, Elemer; Keglevich, Gyorgy; Bagi, Peter published the artcile< Enantioseparation of P-Stereogenic Secondary Phosphine Oxides and Their Stereospecific Transformation to Various Tertiary Phosphine Oxides and a Thiophosphinate>, Computed Properties of 401-78-5, the main research area is phosphorus stereogenic secondary phosphine oxide preparation enantioseparation transformation; tertiary thiophosphinate phosphine oxide preparation; crystal mol phenylhydroxymethyl methylphenyl phosphine oxide TADDOL.

Secondary phosphine oxides incorporating various aryl and alkyl groups were synthesized in racemic form, and these products formed the library reported in this study. TADDOL derivatives were used to obtain the optical resolution of these P-stereogenic secondary phosphine oxides. The developed resolution method showed a good scope under the optimized reaction conditions, as 9 out of 14 derivatives could be prepared with an enantiomeric excess (ee) ≥ 79% and 5 of these derivatives were practically enantiopure >P(O)H compounds (ee ≥ 98%). The scalability of this resolution method was also demonstrated. Noncovalent interactions responsible for the formation of diastereomeric complexes were elucidated by single-crystal XRD measurements. (S)-(2-Methylphenyl)phenylphosphine oxide was transformed to a variety of P-stereogenic tertiary phosphine oxides and a thiophosphinate in stereospecific Michaelis-Becker, Hirao, or Pudovik reactions.

Journal of Organic Chemistry published new progress about Addition reaction (Pudovik). 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Computed Properties of 401-78-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Yang, Liqun; Wang, Jingyang; Wang, Yue; Li, Xiaotong; Liu, Wei; Zhang, Zhaoguo; Xie, Xiaomin published the artcile< Stereoselective Synthesis of cis-2-Ene-1,4-diones via Aerobic Oxidation of Substituted Furans Catalyzed by ABNO/HNO3>, Application of C7H4BrF3, the main research area is furan ABNO nitric acid catalyst aerobic oxidation; alkenedione diastereoselective preparation.

A highly efficient and selective catalytic system, ABNO (9-azabicyclo-[3.3.1]nonane N-oxyl)/HNO3, for the aerobic oxidation of substituted furans to cis-2-ene-1,4-diones under mild reaction conditions using oxygen as the oxidant was reported. The catalyst system was amenable to various substituted (mono-, di-, and tri-) furans and tolerates diverse functional groups, including cyano, nitro, naphthyl, ketone, ester, heterocycle, and even formyl groups. Based on the control and 18O-labeling experiments, the possible mechanism of the oxidation was proposed.

Journal of Organic Chemistry published new progress about Diastereoselective synthesis. 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Application of C7H4BrF3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Renzi, Polyssena; Azzi, Emanuele; Bessone, Enrico; Ghigo, Giovanni; Parisotto, Stefano; Pellegrino, Francesco; Deagostino, Annamaria published the artcile< Blue light enhanced Heck arylation at room temperature applied to allenes>, Product Details of C7H4BrF3, the main research area is tosyl alkdienylamine aryl bromide palladium catalyst Heck photochem arylation; arylvinyl tolylsulfonyl pyrrolidine preparation; aryl vinyl tolylsulfonyl piperidine preparation.

An unprecedented visible light enhanced room temperature Heck reaction between aryl halides and allenyl tosyl amines was here reported. A simple catalytic system (Pd(OAc)2/PPh3) was employed to afford arylated vinyl pyrrolidines and piperidines. A broad scope with high tolerance towards functional groups was observed Electronic effects play an important role in the efficiency of this process. Mechanistic studies, both exptl. and computational, indicated no evidence for a radical mechanism and a pivotal role of light in promoting the carbo-palladation step.

Organic Chemistry Frontiers published new progress about Allenes Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Product Details of C7H4BrF3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chacon-Huete, Franklin; Covone, Jason; Zaroubi, Liana; Forgione, Pat published the artcile< Efficient Synthesis of Bis(5-arylfuran-2-yl)methane Scaffolds Utilizing Biomass-Derived Starting Materials>, SDS of cas: 401-78-5, the main research area is bisfuryl methane preparation green chem; aryl hydroxy methyl furan condensation; bromide aryl hydroxymethylfuroic acid decarboxylative cross coupling.

A new synthetic route utilizing biomass-derived furans like 5-hydroxymethylfuroic acid as a starting material for the production of bis(5-arylfuran-2-yl)methane scaffolds I (R = 4-F, 2-Me, 4-OMe, etc.) was developed. Decarboxylative cross-coupling of 5-hydroxymethylfuroic acid (HMFA) was studied in detail with overall good yields. Acid-catalyzed self-condensation was optimized to produce the target structures I in excellent yields. Overall, this report introduces a new expedient synthesis to obtain bis(furyl) methane scaffolds I that avoids the use of protecting groups and highlights the utilization of renewable carbon sources as starting materials.

European Journal of Organic Chemistry 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, SDS of cas: 401-78-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chen, Tiffany Q.; Pedersen, P. Scott; Dow, Nathan W.; Fayad, Remi; Hauke, Cory E.; Rosko, Michael C.; Danilov, Evgeny O.; Blakemore, David C.; Dechert-Schmitt, Anne-Marie; Knauber, Thomas; Castellano, Felix N.; MacMillan, David W. C. published the artcile< Unified Approach to Decarboxylative Halogenation of (Hetero)aryl Carboxylic Acids>, HPLC of Formula: 401-78-5, the main research area is hetero aryl halide preparation photochem; aryl hetero carboxylic acid decarboxylative halogenation copper catalyst.

A general catalytic method for direct decarboxylative halogenation of (hetero)aryl carboxylic acids RC(O)OH (R = 4-sulfamoylphenyl, 5-methylpyridin-2-yl, isoquinolin-1-yl, etc.) via ligand-to-metal charge transfer was reported. This strategy accommodates an exceptionally broad scope of substrates. An aryl radical intermediate is leveraged toward divergent functionalization pathways: (1) atom transfer to access bromo- or iodo(hetero)arenes or (2) radical capture by copper and subsequent reductive elimination to generate chloro- or fluoro(hetero)arenes. The proposed ligand-to-metal charge transfer mechanism is supported through an array of spectroscopic studies.

Journal of the American Chemical Society published new progress about Aromatic carboxylic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, HPLC of Formula: 401-78-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Malig, Thomas C.; Kumar, Archana; Kurita, Kenji L. published the artcile< Online and In Situ Monitoring of the Exchange, Transmetalation, and Cross-Coupling of a Negishi Reaction>, HPLC of Formula: 401-78-5, the main research area is exchange transmetalation Cross Coupling Negishi reaction; Online and In Situ Monitoring Negishi reaction.

We have developed a reaction monitoring method which provides quant. information through exchange, transmetalation (TM), and cross-coupling for a Negishi reaction. Online HPLC and ReactIR were used as orthogonal techniques to corroborate time-course data through each step. Excellent agreement between the two techniques was observed through monitoring the magnesium/bromine exchange. Quant. information regarding the TM was gathered via a novel, inline quenching technique facilitated by online HPLC. Quenching reaction aliquots with the electrophile 4-chlorobenzaldehyde allowed us to determine the extent of TM because of its selectivity for reacting with organomagnesiums. After TM, the Negishi reaction was performed and monitored using online LC. Titrating ZnCl2 into a solution of arylmagnesium allowed us to gain insights into zinc speciation in situ. Less than 1 equiv of ZnCl2 was needed to achieve complete TM, evidencing the presence of diorganozincs/arylzincates. Addnl., using substoichiometric quantities of ZnCl2 resulted in higher rates of catalysis for the Negishi reaction.

Organic Process Research & Development published new progress about Negishi coupling reaction. 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, HPLC of Formula: 401-78-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary