Month: October 2022

Ge, Shaozhong; Arlow, Sophie I.; Mormino, Michael G.; Hartwig, John F. published the artcile< Pd-Catalyzed α-Arylation of Trimethylsilyl Enolates of α,α-Difluoroacetamides>, Product Details of C12H16BrNO2, the main research area is difluorotrimethylsilylacetamide aryl heteroaryl bromide arylation palladium catalyst; aryl difluoroketone difluoroacetaldehyde difluoroacetate difluoroethanol difluoroethylamine preparation; difluoroethanol ethylamine preparation.

We report the arylation and heteroarylation of α,α-difluoro-α-(trimethylsilyl)acetamides with aryl and heteroaryl bromides catalyzed by an air- and moisture-stable palladacyclic complex containing P(t-Bu)2Cy as ligand. A broad range of electronically varied aryl and heteroaryl bromides underwent this transformation to afford α-aryl-α,α-difluoroacetamides in high yields. Due to the electrophilicity of the fluorinated amide, this palladium-catalyzed cross-coupling reaction provides a versatile platform to generate a range of α,α-difluoro carbonyl compounds, such as α-aryl-α,α-difluoroketones, -acetaldehydes, -acetates, and acetic acids, and difluoroalkyl derivatives, such as 2-aryl-2,2-difluoroethanols and -ethylamines, under mild conditions.

Journal of the American Chemical Society published new progress about Acetamides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (difluoro trimethylsilyl). 639520-70-0 belongs to class bromides-buliding-blocks, and the molecular formula is C12H16BrNO2, Product Details of C12H16BrNO2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Garcia-Barrantes, Pedro M.; Cho, Hyekyung P.; Blobaum, Anna L.; Niswender, Colleen M.; Conn, P. Jeffrey; Lindsley, Craig W. published the artcile< Lead optimization of the VU0486321 series of mGlu1 PAMs. Part 3. Engineering plasma stability by discovery and optimization of isoindolinone analogs>, SDS of cas: 337536-14-8, the main research area is VU0486321 analog preparation mGluR1 pos allosteric modulator pharmacokinetics schizophrenia; Metabotropic glutamate receptor; Positive allosteric modulator (PAM); Schizophrenia; Structure–activity relationship (SAR); mGlu(1).

This Letter describes the further lead optimization of the VU0486321 series of mGlu1 pos. allosteric modulators (PAMs), focused on addressing the recurrent issue of plasma instability of the phthalimide moiety. Here, the authors evaluated a number of phthalimide bioisosteres, and ultimately identified isoindolinones as the ideal replacement that effectively address plasma instability, while maintaining acceptable mGlu1 PAM potency, DMPK profile, CNS penetration and mGluR selectivity.

Bioorganic & Medicinal Chemistry Letters published new progress about Antipsychotics. 337536-14-8 belongs to class bromides-buliding-blocks, and the molecular formula is C9H8Br2O2, SDS of cas: 337536-14-8.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Nian, Si-Yun; Wang, Guo-Ping; Jiang, Zheng-Li; Xiao, Ying; Huang, Mo-Han; Zhou, Yi-Huan; Tan, Xiang-Duan published the artcile< Synthesis and biological evaluation of novel SIPI-7623 derivatives as farnesoid X receptor (FXR) antagonists>, Recommanded Product: 4-(2-Bromoacetyl)benzoic acid, the main research area is hypercholesterolemia farnesoid X receptor antagonist SIPI7623; FXR antagonists; Guggulsterone; Molecular docking; SIPI-7623; Structure activity relationship.

Most of reported steroidal FXR antagonists are restricted due to low potency. We described the design and synthesis of novel nonsteroidal scaffold SIPI-7623 derivatives as FXR antagonists. The most potent compound A-11 (IC50 = 7.8 ± 1.1 μM) showed better activity compared to SIPI-7623 (IC50 = 40.8 ± 1.7 μM) and guggulsterone (IC50 = 45.9 ± 1.1 μM). Docking of A-11 in FXR′s ligand-binding domain was also studied.

Molecular Diversity published new progress about Drug design. 20099-90-5 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO3, Recommanded Product: 4-(2-Bromoacetyl)benzoic acid.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Berger, Florian; Plutschack, Matthew B.; Riegger, Julian; Yu, Wanwan; Speicher, Samira; Ho, Matthew; Frank, Nils; Ritter, Tobias published the artcile< Site-selective and versatile aromatic C-H functionalization by thianthrenation>, Recommanded Product: 1-Bromo-3-ethylbenzene, the main research area is arene thianthrenium salt carbon hydrogen bond functionalization regioselective thianthrenation; functionalized arene preparation.

Direct C-H functionalization can quickly increase useful structural and functional mol. complexity. Site selectivity can sometimes be achieved through appropriate directing groups or substitution patterns-in the absence of such functionality, most aromatic C-H functionalization reactions provide more than one product isomer for most substrates. Development of a C-H functionalization reaction that proceeds with high positional selectivity and installs a functional group that can serve as a synthetic linchpin for further functionalization would provide access to a large variety of well-defined arene derivatives Here we report a highly selective aromatic C-H functionalization reaction that does not require a particular directing group or substitution pattern to achieve selectivity, and provides functionalized arenes that can participate in various transformations. We introduce a persistent sulfur-based radical to functionalize complex arenes with high selectivity and obtain thianthrenium salts, e.g., I that are ready to engage in different transformations, via both transition-metal and photoredox catalysis. This transformation differs fundamentally from all previous aromatic C-H functionalization reactions in that it provides direct access to a large number of derivatives of complex small mols., quickly generating functional diversity with selectivity that is not achievable by other methods.

Nature (London, United Kingdom) published new progress about Aromatic hydrocarbons Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 2725-82-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H9Br, Recommanded Product: 1-Bromo-3-ethylbenzene.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Scott, Colleen N.; Wilcox, Craig S. published the artcile< A Mild Synthesis of Unsymmetrical Bisalkoxysilanes through Catalyzed Alcoholysis of Hydridosilanes Containing C-C Multiple Bonds and Aryl Halides>, Computed Properties of 1013031-65-6, the main research area is silane bis alkoxy preparation; alcoholysis hydrido silane manganese catalyst alkenol aryl bromide.

The synthesis of unsym. bisalkoxysilanes containing unsaturated C-C bonds and alkyl and aryl bromides has been developed. This method is a modification of our previously reported two-step procedure that utilizes readily available catalysts (rhodium acetate dimer and manganese pentacarbonyl bromide) under mild neutral aprotic conditions. Good to moderate yields of the products were obtained in a short period. In this two-step synthesis, unsym. bisalkoxysilanes with groups that can be further functionalized can be prepared effectively without the need to isolate the intermediates.

Journal of Organic Chemistry published new progress about Alcoholysis. 1013031-65-6 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6Br2O, Computed Properties of 1013031-65-6.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Stephenson, G. Richard; Roe, Caroline; Sandoe, Elizabeth J. published the artcile< Electrophilic C12 Building Blocks for Alkaloids: 1,1 Iterative Organoiron-Mediated Routes to (±)-Lycoramine and (±)-Maritidine>, SDS of cas: 135999-16-5, the main research area is lycoramine formal synthesis arylcyclohexadienyl iron intermediate; maritidine formal synthesis arylcyclohexadienyl iron intermediate.

Aryllithium reagents generated from protected 6-bromoguaiacol and 2-bromo-4,5-dimethoxybenzyl alc. derivatives were used to prepare ortho-substituted (1-arylcyclohexadienyl)iron(1+) electrophiles. These were treated with Na+[Me3SiCH2CH2O2CCHCN]- to build aryl-substituted quaternary centers in new examples of 1,1 iterative {[η4] → [η5]+ → [η4] → [η5]+ → [η4]} reaction sequences, which make use of the electrophilicity of the metal complex in two key carbon-carbon bond-formation steps. MOM protection of the guaiacol was better than SEM for access to the lycoramine skeleton, and TBDPS was best for maritidine. Decomplexation, hydrolysis, and cyclization completed formal total syntheses of the Amaryllidaceae alkaloids (±)-lycoramine and (±)-maritidine, establishing the compatibility of the organoiron method with the presence of ortho substituents on the aryl group, and nucleophile addition ipso to the substituted arene.

European Journal of Organic Chemistry published new progress about Alkaloids Role: SPN (Synthetic Preparation), PREP (Preparation). 135999-16-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H7BrO2, SDS of cas: 135999-16-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhang, Qian-Qian; Li, Yaokai; Wang, Di; Chen, Zeng; Li, Yuhao; Li, Shuixing; Zhu, Haiming; Lu, Xinhui; Chen, Hongzheng; Li, Chang-Zhi published the artcile< Intrinsically Chemo- and Thermostable Electron Acceptors for Efficient Organic Solar Cells#>, Computed Properties of 6942-39-8, the main research area is organic solar cell acceptor dnor stille coupling.

The traditional preparation of non-fullerene acceptors (NFAs) via Knoevenagel condensation reaction (KCR) of aldehyde and active methylene leaves vulnerable and reversible exocyclic vinyl bonds in structures, which undermine the intrinsic chemo- and photostability of NFAs. In this work, we demonstrate a new access to acceptor-donor-acceptor (A-D-A) NFAs via Stille coupling between new electron deficient groups and classic donor core in over 90% yield, wherein the robust carbon-carbon bonds, replacing the exocyclic double bonds from traditional KCR, result in stable A-D-A acceptors, Q1-XF (X representing 0, 2 and 4 fluorine atoms, resp.). Among the three studied examples, Q1-4F exhibits improved optoelectronic and electron transport properties, leading to the best photovoltaic performance with optimal charge kinetics for Q1-4F based OSCs. Overall, this strategy can lead to a new way for developing stable photovoltaic materials.

Bulletin of the Chemical Society of Japan published new progress about Coupling reaction. 6942-39-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H6BrFO2, Computed Properties of 6942-39-8.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

He, Min; Yu, Xiaoqiang; Wang, Yi; Bao, Ming published the artcile< Tunable redox potential photocatalyst: aggregates of 2,3-dicyanopyrazino phenanthrene derivatives for the visible-light-induced α-allylation of amines>, Related Products of 401-78-5, the main research area is photocatalysis photoredox alpha allylation phenanthrene pi stacking.

This work highlights the tunable redox potential of 6,11-dibromo-2,3-dicyanopyrazinophenanthrene (DCPP3) aggregates, which can be formed through phys. π-π stacking interactions with other DCPP3 monomers. Electrochem. and SEM showed that the reduction potential of [DCPP3]n aggregates could be increased by decreasing their size. The size of [DCPP3]n aggregates could be regulated by controlling the concentration of DCPP3 in an organic solvent. As such, a fundamental understanding of this tunable redox potential is essential for developing new materials for photocatalytic applications. The [DCPP3]n aggregates as a visible-light photocatalyst in combination with Pd catalysts in the visible-light-induced α-allylation of amines were used. This [DCPP3]n photocatalyst exhibits excellent photo- and electrochem. properties, including a remarkable visible-light absorption, long excited-state lifetime (16.6μs), good triplet quantum yield (0.538), and high reduction potential (Ered([DCPP3]n/[DCPP3]n-) > -1.8 V vs SCE).

Journal of Organic Chemistry published new progress about Allylation. 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

Yu, Han; Dai, Guoyong; He, Qiu-Rui; Tang, Jiang-Jiang published the artcile< Enantioselective synthesis and evaluation of 4-styryldihydropyrimidin-2-thiones as anti-proliferative agents>, Reference of 3893-18-3, the main research area is styryldihydropyrimidinethione preparation enantioselective anticancer; cinnamaldehyde thiourea ketoester Biginelli reaction organocatalyst.

A series of novel chiral (S)-4-styryldihydropyrimidin-2-thiones I (R1 = H, F, NO2, etc.; R2 = i-Pr, t-Bu; R3 = Me, Et) was prepared with high yields and enantioselective by a Biginelli reaction. In the condensation reaction, substituted cinnamaldehyde R1C6H4CH=CHCHO, thiourea and β-ketoesters R2C(O)CH2C(O)2R3 were organocatalyzed to afford 4-styryldihydropyrimidin-2-thiones I using self-assembled methanoproline-thiourea as catalysts. Anti-proliferative activity of these 4-styryldihydropyrimidin-2-thiones I was tested against the HepG2 and PC-3 cells. Among all the tested compounds, I (R1 = CF3; R2 = i-Pr, t-Bu; R3 = Me, Et) bearing CF3- groups at styryl group displayed a moderate anti-proliferative activity with IC50 ranged between 29.3-38.5 μM. The structure-activity relationship showed that substituents (R1) on the C-4 styryl ring of 4-styryldihydropyrimidin-2-thiones and R3 at ester group affected the anti-proliferative activity, yet R2 at C-6 position had little influence for anti-proliferative activity.

Medicinal Chemistry Research published new progress about Antitumor agents. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Reference of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Uryu, Mizuho; Hiraga, Taito; Koga, Yoshito; Saito, Yutaro; Murakami, Kei; Itami, Kenichiro published the artcile< Synthesis of Polybenzoacenes: Annulative Dimerization of Phenylene Triflate by Twofold C-H Activation>, Computed Properties of 81107-97-3, the main research area is polybenzoacene preparation; phenylene triflate preparation annulative dimerization palladium catalyst; C−H activation; annulations; fused rings; palladium; polycycles.

Polycyclic aromatic hydrocarbons (PAHs) represent an emerging class of π-conjugated mols. in the area of optoelectronic devices and materials. Unprecedented synthetic routes to various PAHs from simple phenol derivatives by a palladium-catalyzed annulative dimerization of phenylene triflate through twofold inter- and intramol. C-H activation have been established. The initially formed partially fused PAHs can be smoothly transformed into a variety of fully fused PAHs by the Scholl reaction. Furthermore, the reactions of phenanthrene-substituted aryl triflates proceeded regioselectively. The findings inspired the development of a rapid and efficient synthesis of polybenzoacene derivatives This study not only allows transformation of Ph triflates, but also discloses a new retrosynthetic strategy towards PAHs, especially polybenzoacenes.

Angewandte Chemie, International Edition published new progress about C-H bond activation. 81107-97-3 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3O, Computed Properties of 81107-97-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary