Tag: M.W=200-250

Li, Zhen; Huang, Meirong; Zhang, Xinhao; Chen, Jiean; Huang, Yong published the artcile< N-Heterocyclic Carbene-Catalyzed Four-Component Reaction: Chemoselective Cradical-Cradical Relay Coupling Involving the Homoenolate Intermediate>, Application In Synthesis of 3893-18-3, the main research area is beta tertiary gamma quaternary carboxylic acid chemoselective preparation; enal olefin nucleophile Togni reagent multicomponent relay coupling organocatalyst.

An organocatalytic four-component relay radical coupling to access a broad spectrum of β-tertiary-γ-quaternary carboxylic acid derivatives I [R = Ph, 4-MeC6H4, 2-thienyl, etc.; R1 = H, Ph, 4-BrC6H4, etc.; R2 = Et, Ph, 2-furyl, etc.; R3 = OMe, OEt, HNCH2C6H5, etc.] using simple reagents was reported. This strategy was complementary to the classical closed-shell synthetic approaches and was particularly effective in introducing a quaternary carbon substituent at β-carbon. Mechanistically, relay radical coupling involving N-heterocyclic carbene-derived homoenolates was challenging due to issues associated with site-selectivity and catalyst turnover. In this report, demonstrated high site control using a triazolium N-heterocyclic carbene catalyst and a transient acyl trapping strategy to prepare diversified carboxylic acid derivatives in a single pot.

ACS Catalysis published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Application In Synthesis of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Sasmal, Arpan; Bera, Jitendra K.; Doucet, Henri; Soule, Jean-Francois published the artcile< Reactivity of antipyrine and haloantipyrines in Pd-catalyzed C-H bond arylations>, Related Products of 401-78-5, the main research area is aryl dimethyl phenyl pyrazolone green preparation; antipyrine aryl bromide arylation palladium catalyst.

Synthesis of 4-(aryl)-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one I [Ar = 2-(1-methylpyrrolyl), 4-ClC6H4, 1-naphthyl, etc.;] via Pd-catalyzed direct arylation of antipyrine using Pd(OAc)2 as catalyst associated with KOAc as inexpensive base was reported. In most cases, di-Et carbonate was used a sustainable solvent. The reaction tolerated a wide range of functional groups on the aryl bromide partners (e.g., nitrile, nitro, chloro, fluoro, formyl, acetyl, propionyl, benzoyl, ester, Me, methoxy). In addition, some nitrogen-containing heteroaryl bromides were also efficiently coupled with antipyrine. We also demonstrated that in contrast to 4-bromoantipyrine, 4-iodoantipyrine could be employed as an efficient heteroaryl source in Pd-catalyzed C-H bond arylation of 5-membered ring heteroarenes.

Tetrahedron Letters published new progress about Aryl bromides 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, Related Products of 401-78-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Justoni, R.; Pessina, R. published the artcile< Substances presumably with antitubercular action. I. Derivatives of 4-aminosalicylic acid acylated at the hydroxyl group>, COA of Formula: C7H4BrNO4, the main research area is .

Treating p-O2NC6H4Me with Br in the presence of Fe powder, washing with NaHSO3 solution, steam distillation, and crystallization from EtOH give 90% 2,4-Br(O2N)C6H3Me (I). Heat 5 kg. of I with 35 l. 65% HNO3 to the b.p. for 96 hrs., with 11.72% HNO3 added every 6 hrs., cool to -10°, sep. the acid liquid to treat another quantity of 5 kg. I, dilute the part in excess of 35 l., and distil to recover the unreacted I in the distillate and some of the Br(O2N)C6H3CO2H (II) in the residue; combine this residue with the bulk of II, dissolve in NH3, and precipitate with acid. The yield of II is 65%. II (2.46 kg.) in 4 l. H2O is mixed with 1 l. of 36° Bé. NaOH, heated 3 hrs. with 360 g. Cu(OAc)2 and 1.86 kg. Ba(OH)2.8H2O with further addition of 3 portions of 600 g. Ba(OH)2.8H2O, and the filtered paste of Ba p-nitrosalicylate treated with HCl to give the free acid (III). Acetylation gives 2,4-AcO(O2N)C6H3CO2H, m. 156°. Heating III with EtCOCl in PhMe gives 4,2-O2N(EtCO)C6H3CO2H, m. 153-4°. O-PrCO homolog, m. 134-5°; O-Me2CHCO homolog, m. 145-6°. The NO2 group is reduced at 20-5° with Pt black as a catalyst and the Me or Et ester of the acylated acid as solvent. 4,2-H2N(AcO)C6H3CO2H m. 136°. Further acetylation gives the N,O-di-Ac derivative, m. 189-90°. The O-EtCO acid m. 147°; O-PrCO acid m. 133°; O-Me2CHCO acid m. 150° (decomposition). Heating 2,4-HO(O2N)C6H3CO2Me with Ac2O gives 4,2-O2N(AcO)C6H3CO2Me, m. 79-80° (from petr. ether); iso-Pr ester, m. 44-5°. 4,2-O2N(AcO)C6H3CO2Me in 80% AcOH with Zn slowly forms 4,2-H2N(AcO)C6H3CO2Me, m. 109-10°; the O-EtCO homolog m. 111-12°. 4,2-H2N(AcO)C6H3CO2CHMe2 m. 141-2°; O-Me2CCO homolog m. 99-101°.

Farmaco (1946-1952) published new progress about Dyes. 16426-64-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrNO4, COA of Formula: C7H4BrNO4.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Ghorbani-Choghamarani, Arash; Taherinia, Zahra published the artcile< Chiral cobalt-peptide metal-organic framework (Co-P-MOF) as an efficient and reusable heterogeneous catalyst for the asymmetric sulfoxidative cross-coupling reaction using poly sulfinylpiperazine>, Electric Literature of 401-78-5, the main research area is cobalt based peptide metal organic framework nanocatalyst preparation; chiral sulfoxide green preparation; aryl halide phenylboronic acid sulfoxidative Suzuki coupling cobalt nanocatalyst.

Chiral cobalt metal-organic framework based on peptide with aspartic acid as building block has been synthesized and characterized by FTIR, TGA, DSC, SEM, TEM, BET and X-ray diffraction anal. The catalytic activity of Co-P-MOFs was applied for synthesis of sulfoxides ArS(O)Ph [Ar = Ph, 2-MeC6H4, 4-ClC6H4, etc.] via asym. sulfoxidative cross-coupling using poly sulfinylpiperazine as a novel sulfoxide transfer reagent. The Co-P-MOF could be recycled several times without loss of activity.

Synthetic Metals published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Electric Literature of 401-78-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Huang, Shuai Shuai; Zheng, Zhan Jiang; Cui, Yu Ming; Xu, Zheng; Yang, Ke Fang; Xu, Li Wen published the artcile< Convenient Synthesis of 2-(2,2-Difluoroethoxy)-6-(trifluoromethyl)-benzenesulfonyl Chloride, A Key Building Block of Penoxsulam>, Formula: C7H4BrF3, the main research area is difluoroethoxy trifluoromethyl benzenesulfonyl chloride preparation key building block penoxsulam; bromobenzotrifluoride regioselective lithiation coupling chloroxidn copper catalyst.

A convenient and efficient three-step synthesis of 2-(2,2-difluoroethoxy)-6-(trifluoromethyl)benzenesulfonyl chloride, the key building block of penoxsulam, is described. The main features of the synthesis include a regioselective lithiation and subsequent electrophilic substitution starting from com. available 3-bromobenzotrifluoride to provide (2-bromo-6-(trifluoromethyl)phenyl)(propyl)sulfane, then a copper-catalyzed C-O coupling to introduce the difluoroethoxy moiety and chloroxidn. conditions to give the desired sulfonyl chloride.

Synthesis published new progress about Arenesulfonyl chlorides Role: SPN (Synthetic Preparation), PREP (Preparation). 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Formula: C7H4BrF3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Burde, Ameya S.; Chemler, Sherry R. published the artcile< Copper-Catalyzed Enantioselective Oxysulfenylation of Alkenols: Synthesis of Arylthiomethyl-Substituted Cyclic Ethers>, Safety of Methyl 2-bromo-4-methoxybenzoate, the main research area is alkenol disulfide copper catalyst regioselective enantioselective oxysulfenylation; phenylthiomethyl cyclic ether preparation.

A complementary approach via copper catalysis was presented. This exoselective method provides enantioenriched arylthiomethyl-substituted tetrahydrofurans, phthalans, isochromans, and morpholines from acyclic alkenols. This method provides the largest scope to date for the exocyclization mode, and with generally high enantioselectivity. The enantioselectivity of this copper-catalyzed oxysulfenylation is rationalized by a proposed mechanism involving alkene oxycupration followed by C-S bond formation via radical-mediated atom transfer.

ACS Catalysis published new progress about Alkenyl alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 17100-65-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H9BrO3, Safety of Methyl 2-bromo-4-methoxybenzoate.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Miyamoto, Shoto; Matsuoka, Aki; Yamada, Yuji; Ishikawa, Ryuta; Hayashida, Osamu published the artcile< Benzoxaborole Catalyst for Site-Selective Modification of Polyols>, Application In Synthesis of 6942-39-8, the main research area is benzoxaborole catalyst preparation; site selective protecting group free modification polyol; benzoylation tosylation benzylation glycosylation cis diol benzoxaborole catalyst.

The site-selective modification of polyols bearing several hydroxyl groups without the use of protecting groups remains a significant challenge in synthetic chem. To address this problem, novel benzoxaborole derivatives were designed as efficient catalysts for the highly site-selective and protecting-group-free modification of polyols. To identify the effective substituent groups enhancing the catalytic activity and selectivity, a series of benzoxaborole catalysts were synthesized. In-depth anal. for the substituent effect revealed that I [R = 4-F, 4-CF3, 3,5-(CF3)2], bearing multiple electron-withdrawing fluoro- and trifluoromethyl groups, exhibited the greatest catalytic activity and selectivity. Moreover, I [R = 4-F]-catalyzed benzoylation, tosylation, benzylation, and glycosylation of various cis-1,2-diol derivatives proceeded with good yield and site-selective manner.

European Journal of Organic Chemistry published new progress about Benzoxaboroles Role: CAT (Catalyst Use), SPN (Synthetic Preparation), USES (Uses), PREP (Preparation). 6942-39-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H6BrFO2, Application In Synthesis of 6942-39-8.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Murugesan, Natesan; Gu, Zhengxiang; Fadnis, Leena; Tellew, John E.; Baska, Rose Ann F.; Yang, Yifan; Beyer, Sophie M.; Monshizadegan, Hossain; Dickinson, Kenneth E.; Valentine, Maria T.; Humphreys, W. Griffith; Lan, Shih-Jung; Ewing, William R.; Carlson, Kenneth E.; Kowala, Mark C.; Zahler, Robert; Macor, John E. published the artcile< Dual Angiotensin II and Endothelin A Receptor Antagonists: Synthesis of 2'-Substituted N-3-Isoxazolyl Biphenylsulfonamides with Improved Potency and Pharmacokinetics>, Synthetic Route of 89003-95-2, the main research area is angiotensin endothelin antagonist isoxazolyl biphenylsulfonamide preparation pharmacokinetics; antihypertensive synergism angiotensin endothelin antagonist isoxazolyl biphenylsulfonamide preparation pharmacokinetics.

In a previous report its was demonstrated that merging together key structural elements present in an AT1 receptor antagonist (irbesartan) with key structural elements in a biphenylsulfonamide ETA receptor antagonist followed by addnl. optimization provided a product which is a dual-action receptor antagonist (DARA), which potently blocked both AT1 and ETA receptors. Described herein are our efforts directed toward improving both the pharmacokinetic profile as well as the AT1 and ETA receptor potency of 4′-[(2-butyl-4-oxo-1,3-diazaspiro[4.4]non-1-en-3-yl)methyl]-N-(3,4-dimethyl-5-isoxazolyl)-2′-[(3,3-dimethyl-2-oxo-1-pyrrolidinyl)methyl][1,1′-biphenyl]-2-sulfonamide (I). Efforts centered on modifying the 2′-side chain of I and examining the (isoxazolyl)sulfonamide moiety in I. This effort resulted in the discovery of 4′-[(2-butyl-4-oxo-1,3-diazaspiro[4.4]non-1-en-3-yl)methyl]-N-(4,5-dimethyl-3-isoxazolyl)-2′-(ethoxymethyl)[1,1′-biphenyl]-2-sulfonamide (II) as a highly potent second-generation DARA. This compound also showed substantially improved pharmacokinetic properties compared to I. In rats, DARA II reduced blood pressure elevations caused by i.v. infusion of Ang II or big ET-1 to a greater extent and with longer duration than DARA I or AT1 or ETA receptor antagonists alone. II clearly demonstrated superiority over irbesartan (an AT1 receptor antagonist) in the normal SHR model of hypertension in a dose-dependent manner, demonstrating the synergy of AT1 and ETA receptor blockade in a single mol. The crystal and mol. structures of II were reported.

Journal of Medicinal Chemistry published new progress about Angiotensin II receptor antagonists. 89003-95-2 belongs to class bromides-buliding-blocks, and the molecular formula is C8H4BrNO, Synthetic Route of 89003-95-2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Parker, Ariel N.; France, Stefan published the artcile< Completion of the Set: Synthesis of the (6,X′)-Flubromazepam Positional Isomers as Standards for Forensic Analysis>, Computed Properties of 82-73-5, the main research area is forensic synthesis flubromazepam positional isomer standard.

Mounting concern among forensic examiners regarding the emergence of positional isomers as tech. legal alternatives to scheduled benzodiazepines has encouraged the preemptive synthesis of analogs as standards Recently, flubromazepam was identified by the Drug Enforcement Administration for future scheduling, and subsequently, 9 of the 12 possible flubromazepam isomers were synthesized. However, the three (6,X′)-isomers proved inaccessible via that approach. Herein, through a redesigned synthetic approach, the remaining three isomers were obtained, thus completing the set and enabling future forensic anal.

Journal of Organic Chemistry published new progress about Acylation. 82-73-5 belongs to class bromides-buliding-blocks, and the molecular formula is C8H3BrO3, Computed Properties of 82-73-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Caspers, Lucien D.; Spils, Julian; Damrath, Mattis; Lork, Enno; Nachtsheim, Boris J. published the artcile< One-Pot Synthesis and Conformational Analysis of Six-Membered Cyclic Iodonium Salts>, Product Details of C7H6BrNO2, the main research area is iodobenzyl alc Friedel Crafts oxidation cyclization one pot conformation; diaryliodonium salt preparation.

Two one-pot procedures for the construction of carbon-bridged diaryliodonium triflates and tetrafluoroborates, e.g., I, are described. Strong Bronsted acids enable the effective Friedel-Crafts alkylation with diversely substituted o-iodobenzyl alc. derivatives, providing diphenylmethane scaffolds, which are subsequently oxidized and cyclized to the corresponding dibenzo[b,e]iodininium salts. Based on NMR investigations and d. functional theory (DFT) calculations, we could verify the so-far-undescribed existence of two stable isomers in cyclic iodonium salts substituted with aliphatic side chains in the carbon bridge.

Journal of Organic Chemistry published new progress about Aralkyl alcohols Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (o-iodo). 20776-50-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO2, Product Details of C7H6BrNO2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary