Category: 74317-85-4

Wang, Zheng published the artcilePalladium-Catalyzed Synthesis of Indolines from Aroyloxycarbamates through a Tandem Decarboxylative Amination/Heck/Annulation Reaction, Recommanded Product: 2-Bromo-4-methoxybenzoic acid, the main research area is indoline preparation palladium catalyzed tandem decarboxylative amination Heck annulation.

A novel synthesis of functionalized indolines via a Pd-catalyzed tandem decarboxylative amination/Heck/annulation reaction has been developed. This process features operational simplicity, mild conditions, and the use of a readily available and environmentally friendly starting material, namely carboxylic acid. Furthermore, the reaction shows good functional group tolerance and chem. selectivity.

Advanced Synthesis & Catalysis published new progress about Amination (decarboxylative). 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Recommanded Product: 2-Bromo-4-methoxybenzoic acid.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Kennedy, Andrew J. published the artcileSynthesis and antimicrobial evaluation of amixicile-based inhibitors of the pyruvate-ferredoxin oxidoreductases of anaerobic bacteria and Epsilonproteobacteria, Recommanded Product: 2-Bromo-4-methoxybenzoic acid, the main research area is aminoalkyl nitrothiazolyl benzamide preparation SAR antibacterial docking PFOR inhibitor.

Synthesis of the amixicile scaffolds I [R = CH2NH3, (CH2)3NH3, 4-piperidinyl, etc.; R1 = H, F; R2 = H, Me, F, Cl, CF3; R3 = H, Me, OMe, F, Cl, CN, CF3] and study of their direct pyruvate-ferredoxin oxidoreductases (PFOR) inhibition assays, and MIC tests against Clostridium difficile, Campylobacter jejuni, and Helicobacter pylori guided by docking simulations was interrogated. Docking simulations revealed that the nitro group present in nitazoxanide interacts with the protonated N4′-aminopyrimidine of thiamine pyrophosphate. The ortho-propylamine on the benzene ring formed an electrostatic interaction with an aspartic acid moiety (B456) of PFOR that correlated with improved PFOR-inhibitory activity and potency by MIC tests. Aryl substitution with electron-withdrawing groups and substitutions of the propylamine with other alkyl amines or nitrogen-containing heterocycles both improved PFOR inhibition and, in many cases, biol. activity against C. difficile. Docking simulation results correlated well with mechanistic enzymol. and NMR studies that show members of this class of antimicrobials to be specific inhibitors of vitamin B1 function by proton abstraction, which is both novel and likely to limit mutation-based drug resistance.

Antimicrobial Agents and Chemotherapy published new progress about Amines Role: PAC (Pharmacological Activity), PRP (Properties), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), PREP (Preparation), USES (Uses). 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Recommanded Product: 2-Bromo-4-methoxybenzoic acid.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Nguyen, Thi-Huu published the artcileFirst General, Direct, and Regioselective Synthesis of Substituted Methoxybenzoic Acids by Ortho Metalation, Recommanded Product: 2-Bromo-4-methoxybenzoic acid, the main research area is methoxybenzoic acid regioselective preparation; regioselective ortho metalation methoxybenzoic acid.

New general methodol. of value in aromatic chem. based on ortho-metalation sites in o-, m-, and p-anisic acids is described. The metalation can be selectively directed to either of the ortho positions by varying the base, metalation temperature, and exposure times. Metalation of o-anisic acid with s-BuLi/TMEDA in THF at -78 °C occurs exclusively in the position adjacent to the carboxylate. On the other hand, a reversal of regioselectivity is observed with n-BuLi/t-BuOK. With LTMP at 0 °C, the two directors of m-anisic acid function in concert to direct introduction of the metal between them while n-BuLi/t-BuOK removes preferentially the proton located ortho to the methoxy and para to the carboxylate (H-4). s-BuLi/TMEDA reacts with p-anisic acid exclusively in the vicinity of the carboxylate. According to these methodologies, routes to very simple methoxybenzoic acids with a variety of functionalities that are not easily accessible by other means have been developed.

Journal of Organic Chemistry published new progress about Metalation, regioselective. 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Recommanded Product: 2-Bromo-4-methoxybenzoic acid.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Medina, Jose M. published the artcileMizoroki-Heck Cyclizations of Amide Derivatives for the Introduction of Quaternary Centers, Name: 2-Bromo-4-methoxybenzoic acid, the main research area is alkenyl indanone chemoselective stereoselective preparation; nickel cyclohexylbenzimidazolium catalyst Mizoroki Heck cyclization alkenylbenzamide; Boc benzyl alkenylbenzamide chemoselective cyclization nickel cyclohexylbenzimidazolium catalyst; diastereoselective Heck cyclization methylbutenyl benzamide nickel catalyst; Mizoroki-Heck reactions; amides; homogeneous catalysis; nickel; quaternary centers.

In the presence of Ni(cod)2, a dicyclohexylbenzimidazolium chloride, and NaOt-Bu, alkenyl-substituted N-Boc-N-benzyl benzamides containing tri- or tetrasubstituted alkene moieties such as I underwent chemoselective Mizoroki-Heck cyclizations to yield α-alkenyl indanones such as II containing quaternary carbon centers in 51-93% average yields without decarbonylation. A dimethylbutenyl-substituted N-Boc-N-benzyl benzamide underwent diastereoselective Mizoroki-Heck cyclization to form a vinyldimethylindanone in 80% yield and in 92:8 dr.

Angewandte Chemie, International Edition published new progress about Aryl alkenes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (alkenylbenzamides). 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Name: 2-Bromo-4-methoxybenzoic acid.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhao, Tian-Yuan published the artcileNickel-Catalyzed Desymmetrizing Cyclization of 1,6-Dienes to Construct Quaternary Stereocenters, Related Products of bromides-buliding-blocks, the main research area is diene nickel catalyst enantioselective diastereoselective desym cyclization.

A highly enantioselective and diastereoselective nickel-catalyzed desymmetrizing cyclization of 1,6-dienes was developed by using chiral spiro phosphoramidite ligands. The reaction provides a new atom- and step-economical approach to chiral spiro lactones and analogs bearing a quaternary stereocenter.

Organic Letters published new progress about Benzopyrans Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (isochromanones). 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Related Products of bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Liang, Ren-Xiao published the artcileEnantioselective Pd-catalyzed dearomative reductive Heck and domino Heck-Suzuki reactions of 2-CF3-indoles, COA of Formula: C8H7BrO3, the main research area is isoindoloindolone asym synthesis; indole trifluoromethyl bromobenzoyl enantioselective dearomative reductive Heck; tetraarylborate enantioselective diastereoselective Heck Suzuki trifluoromethyl bromobenzoyl indole.

Highly enantioselective palladium-catalyzed dearomative reductive Heck reaction and domino Heck-Suzuki reaction of 2-CF3-indoles have been developed. In the presence of Pd(OAc)2/(R)-Synphos as the catalyst and Et3SiH as a hydride source, a variety of o-bromoaroyl indoles I (R1 = H, 5-MeO, 6-Cl, 6-F, 6-MeO; R2 = H, 4-F, 5-Me, 3,4-benzo, etc.) underwent a dearomative reductive Heck reaction to afford the corresponding indolines II (R3 = H) bearing a 2-trifluoromethyl quaternary stereocenter. Alternatively, using Pd(dba)2/phosphoramidite as the catalyst and R34BNa (R3 = Ph, 3-MeOC6H4, 1,3-benzodioxol-5-yl, etc.) as a coupling partner, structurally diverse indolines II containing two vicinal carbon stereocenters were obtained from I through domino dearomative Heck-Suzuki reaction.

Chemical Communications (Cambridge, United Kingdom) published new progress about Diastereoselective synthesis. 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, COA of Formula: C8H7BrO3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Ladd, Carolyn L. published the artcilePalladium-catalyzed ring-opening of cyclopropyl benzamides: synthesis of benzo[c]azepine-1-ones via C(sp3)-H functionalization, Application of 2-Bromo-4-methoxybenzoic acid, the main research area is benzo azepineone preparation; ring opening cyclopropyl benzamide deprotonation reductive elimination mechanism.

A variety of difficult to obtain benzo[c]azepine-1-ones are synthesized via a novel palladium-catalyzed, silver-promoted intramol. cyclization of cyclopropyl benzamides. This biol. important class of mols. is prepared in an efficient and high-yielding manner from easily accessible starting materials. Both aryl bromides and iodides are effective substrates for the transformation. Mechanistic studies indicate that the reaction proceeds through a cyclopropyl C(sp3)-H cleavage step, followed by ring-opening, deprotonation, and reductive elimination.

Tetrahedron published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Application of 2-Bromo-4-methoxybenzoic acid.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Ma, Rulin published the artcileC-H to C-N Cross-Coupling of Sulfonamides with Olefins, Category: bromides-buliding-blocks, the main research area is allylic amine regioselective diastereoselective preparation; palladium sulfinylphenyloxazoline catalyst regioselective stereoselective coupling sulfonamide terminal alkene; regioselective stereoselective amination terminal alkene sulfonamide palladium sulfinylphenyloxazoline catalyst; mechanism regioselective stereoselective amination terminal alkene sulfonamide isotope effect; stabilization reactive allylpalladium complex sulfinylphenyloxazoline ligand oxidative amination sulfonamide.

In the presence of Pd(OAc)2 and arylsulfinylphenyloxazoline I, trifluoromethanesulfonamides and 4-nitrobenzenesulfonamides such as PhCH2NHSO2CF3 underwent regioselective and diastereoselective coupling/amination reactions with terminal alkenes such as allylated dextromethorphan II mediated by 2,5-dimethyl-1,4-benzoquinone in toluene to yield (E)-linear allylic alkenes in average yields of 51-90% yields, in > 20:1 regioselectivities and (in all but one case) in >20:1 diastereoselectivities. Nonracemic reactants with potentially epimerizable stereocenters such as amino acid-derived triflamides did not undergo racemization. In the presence of I, palladium and alkene form a π-allyl complex which underwent amination, while in the presence of a bis(sulfoxide) ligand, neither π-allyl complex or product was formed; the sulfoxide-oxazoline ligand is this effective at promoting functionalization by supporting cationic π-allyl Pd.

Journal of the American Chemical Society published new progress about Amination catalysts (regioselective, stereoselective, oxidative). 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Yoshinaga, Yukako published the artcileStereoinvertive C-C Bond Formation at the Boron-Bound Stereogenic Centers through Copper-Bipyridine-Catalyzed Intramolecular Coupling of α-Aminobenzylboronic Esters, Synthetic Route of 74317-85-4, the main research area is bromobenzamidobenzylic boronate nonracemic preparation; isoindolinone nonracemic preparation; copper bipyridine catalyst intramol Suzuki coupling bromobenzamidobenzylic boronate inversion; bipyridine ligand; carbon stereocenters; copper; enantiospecificity; stereospecific reaction.

Nonracemic α-(bromobenzamido)benzylic boronates such as I (R = Me, n-Pr, PhCH2CH2) and ent-I (R = H) underwent stereospecific intramol. Suzuki coupling reactions in the presence of CuCl2 and 2,2′-bipyridine or 6-phenyl-2,2′-bipyridine and mediated by Cs2CO3 and H2O (and in some cases phenol) in toluene/chloroform to yield nonracemic isoindolinones such as II (R = Me, n-Pr, PhCH2CH2) and ent-II (R = H) with inversion of boronate stereochem.

Angewandte Chemie, International Edition published new progress about Cyclization catalysts, stereoselective. 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Synthetic Route of 74317-85-4.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary