Month: October 2022

Konishi, Akihito; Horii, Koki; Shiomi, Daisuke; Sato, Kazunobu; Takui, Takeji; Yasuda, Makoto published the artcile< Open-Shell and Antiaromatic Character Induced by the Highly Symmetric Geometry of the Planar Heptalene Structure: Synthesis and Characterization of a Nonalternant Isomer of Bisanthene>, Synthetic Route of 576-83-0, the main research area is difluorenoheptalene preparation aromaticity diradical character; crystal structure bond length difluorenoheptalene; oxidation reduction potential UV visible spectrum difluorenoheptalene cation; aromaticity diradical character difluorenoheptalene cation.

Difluoreno[1,9,8-alkj:1′,9′,8′-gfed]heptalenes I (R = 2,4,6-Me3C6H2, 2,6-Me2-4-t-BuC6H2) were prepared in eight steps from fluoranthene. The structures of I (R = 2,4,6-Me3C6H2) and of the dication of I (R = 2,6-Me2-4-t-BuC6H2) were determined by X-ray crystallog. The oxidation and reduction potentials and UV/visible spectra of I (R = 2,4,6-Me3C6H2) and its dication were determined Calculations of the structure and aromaticity of I indicate that the planar core of I induces antiaromaticity and diradical character, in contrast with the isomeric bisanthene core.

Journal of the American Chemical Society published new progress about Antiaromaticity. 576-83-0 belongs to class bromides-buliding-blocks, and the molecular formula is C9H11Br, Synthetic Route of 576-83-0.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

He, Peipei; Lv, Ying; Shang, Sensen; Chen, Bo; Liang, Hongliang; Niu, Jingyang; Dai, Wen published the artcile< Defect-Rich Core-Shell Carbon Derived from Ionic Liquid for Direct Synthesis of Imines>, Synthetic Route of 3959-07-7, the main research area is imine preparation; amine self cross coupling core shell carbon preparation catalyst; ionic liquid sodium tetraphenylborate electrostatic interaction.

Herein, ionic liquid 1-ethyl-3-methylimidazolium dicyanamide and sodium tetraphenylborate were employed as joint precursors to facilely prepare micro-mesoporous core-shell carbon with sp. surface area up to 2870 m2 g-1, consisting of smooth unpenetrated shell and secondary hollow spherical carbon core. The as-obtained core-shell carbon as metal-free catalyst exhibited good performance for self-coupling and cross-coupling of amines RCH2NH2 (R = Ph, furan-2-yl, cyclohexyl, etc.), R1NH2 (R1 = Ph, n-hexyl, cyclohexyl, etc.) to achieve the corresponding symmetry RCH=NCH2R and asymmetry imines RCH=NR1 under mild and neat conditions. Excitingly, for the challenging aliphatic amine cyclohexylmethanamine, the desired imines RCH=NCH2R (R = cyclohexyl) were achieved in 55.9% yield. The nearly linearly correlation between imine yield and ID/IG indicated that the resulting defects from departure of heteroatoms during pyrolysis may be active site.

ChemistrySelect published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Synthetic Route of 3959-07-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Sangouard, Gontran; Zorzi, Alessandro; Wu, Yuteng; Ehret, Edouard; Schuettel, Mischa; Kale, Sangram; Diaz-Perlas, Cristina; Vesin, Jonathan; Bortoli Chapalay, Julien; Turcatti, Gerardo; Heinis, Christian published the artcile< Picomole-Scale Synthesis and Screening of Macrocyclic Compound Libraries by Acoustic Liquid Transfer>, Related Products of 3959-07-7, the main research area is macrocycle compound acoustic liquid transfer MDM2 p53 PPI; acoustic droplet ejection; combinatorial synthesis; macrocycles; picomole scale; protein-protein interactions.

Macrocyclic compounds are an attractive class of therapeutic ligands against challenging targets, such as protein-protein interactions. However, the development of macrocycles as drugs is hindered by the lack of large combinatorial macrocyclic libraries, which are cumbersome, expensive, and time consuming to make, screen, and deconvolute. Here, we established a strategy for synthesizing and screening combinatorial libraries on a picomolar scale by using acoustic droplet ejection to combine building blocks at nanoliter volumes, which reduced the reaction volumes, reagent consumption, and synthesis time. As a proof-of-concept, we assembled a 2700-member target-focused macrocyclic library that we could subsequently assay in the same microtiter synthesis plates, saving the need for addnl. transfers and deconvolution schemes. We screened the library against the MDM2-p53 protein-protein interaction and generated micromolar and sub-micromolar inhibitors. Our approach based on acoustic liquid transfer provides a general strategy for the development of macrocycle ligands.

Angewandte Chemie, International Edition published new progress about Affinity (binding). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Related Products of 3959-07-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zheng, Hong-Xing; Shan, Xiang-Huan; Qu, Jian-Ping; Kang, Yan-Biao published the artcile< Strategy for Overcoming Full Reversibility of Intermolecular Radical Addition to Aldehydes: Tandem C-H and C-O Bonds Cleaving Cyclization of (Phenoxymethyl)arenes with Carbonyls to Benzofurans>, Quality Control of 603-78-1, the main research area is haloaralkyl ether aldehyde tandem intermol radical addition cyclization; benzofuran preparation.

An intermol. addition of carbon radicals enabled by a cascade radical coupling strategy is developed. It includes an intermol. alkyl radical addition to a carbonyl group followed by an intramol. alkoxy radical addition to haloarenes and produces substituted benzofurans in high yields. The radical nature of this reaction is explored by radical trapping experiments and EPR anal. The mechanism is investigated by KIE experiments and control experiments This method could provide rapid and practical access to the key intermediate of TAM-16, a safe and potent antibacterial agent for treating tuberculosis, and, therefore, is of great importance for organic synthesis and the pharmaceutical industry.

Organic Letters published new progress about Aldehydes Role: PRP (Properties), RCT (Reactant), RACT (Reactant or Reagent). 603-78-1 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4Br2O2, Quality Control of 603-78-1.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhou, Sha; Zhang, Xiulan; Wei, Wei; Liu, Jingbo; Xiong, Lixia; Yang, Na; Li, Zhengming published the artcile< Design, synthesis and biological activities of novel trifluoromethylated phthalic acid diamides derivatives>, Reference of 82-73-5, the main research area is design synthesis trifluoromethyl phthalic acid diamide agrochem larvicides.

In order to find efficient, eco-friendly lead compounds, 10 novel phthalic acid diamide derivatives containing two trifluoromethylated aromatic amine moieties were designed and synthesized. Their structures were confirmed by 1H NMR, 13C NMR, HRMS and elemental anal. Their insecticidal activities against oriental armyworms and diamondback moths were also evaluated. The preliminary results of biol. evaluation showed that most compounds exhibited moderate to high larvicidal activity. These results provided further insights into the relationship between the structures and biol. activity.

Youji Huaxue published new progress about Agrochemicals. 82-73-5 belongs to class bromides-buliding-blocks, and the molecular formula is C8H3BrO3, Reference of 82-73-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chen, Ming; Ren, Zhi-Hui; Wang, Yao-Yu; Guan, Zheng-Hui published the artcile< Palladium-Catalyzed Oxidative Carbonylation of Aromatic C-H Bonds of N-Alkylanilines with CO and Alcohols for the Synthesis of o-Aminobenzoates>, Application In Synthesis of 639520-70-0, the main research area is palladium catalyzed oxidative carbonylation alkylaniline aminobenzoate preparation; alkylaniline aliphatic alc phenol monocarbonylation mild carbon monoxide pressure.

A Pd(II)-catalyzed C-H monocarbonylation of N-alkylanilines for the synthesis of o-aminobenzoates has been developed. Various aliphatic alcs. and phenol were tolerated in the reaction to afford the corresponding o-aminobenzoates in good yields under mild balloon pressure of CO.

Journal of Organic Chemistry published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 639520-70-0 belongs to class bromides-buliding-blocks, and the molecular formula is C12H16BrNO2, Application In Synthesis of 639520-70-0.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Cao, Yang; Aimaiti, Abudumijiti; Zhu, Zeyun; Zhou, Lu; Ye, Deyong published the artcile< Discovery of Novel 3-Hydroxyquinazoline-2,4(1H,3H)-Dione Derivatives: A Series of Metal Ion Chelators with Potent Anti-HCV Activities>, Application In Synthesis of 20776-50-5, the main research area is hydroxyquinazoline dione preparation mol docking anti HCV SAR; metal chelator; NS5B; anti-HCV; chelator; hydroxyquinazolinedione; synthesis.

Millions of people worldwide suffer from acute or chronic liver inflammation caused by the Hepatitis C virus (HCV). Some inhibitors with metal ion chelating structures have been proven to have good inhibitory activities on non-structural protein 5B (NS5B) polymerase. However, most of the reported metal ion chelators showed poor anti-HCV potency at the cellular level. Hence, authors designed and synthesized a series of 3-hydroxyquinazoline-2,4(1H,3H)-dione derivatives with novel metal ion chelating structures. Few compounds such as compound I, [R = 4-(trifluoromethyl)phenyl, 3-nitrophenyl, benzofuran-2-yl] showed better anti-HCV activities than ribavirin with EC50 values less than 10μM. Compound I [R = benzofuran-2-yl] is currently known as one of the metal ion chelators with the best anti-HCV potency (EC50 = 2.0μM) at the cellular level and has a better therapeutic index (TI > 25) as compared to ribavirin. In the thermal shift assay, the representative compounds 3-hydroxy-7-phenylquinazoline-2,4(1H,3H)-dione and 3-hydroxy-7-(3-nitrophenyl)quinazoline-2,4(1H,3H)-dione increased the melting temperature (Tm) of NS5B protein solution by 1.6°C and 2.1°C, resp., at the test concentration, indicating that these compounds may exert an anti-HCV effect by targeting NS5B. This speculation was also supported by mol. docking studies and UV-visible (UV-Vis) spectrophotometry assay, in which the possibility of binding of 3-hydroxyquinazoline-2,4(1H,3H)-diones with Mg2+ in the NS5B catalytic center was observed

International Journal of Molecular Sciences published new progress about Alkylation. 20776-50-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO2, Application In Synthesis of 20776-50-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Mitsudome, Takato; Sheng, Min; Nakata, Ayako; Yamasaki, Jun; Mizugaki, Tomoo; Jitsukawa, Koichiro published the artcile< A cobalt phosphide catalyst for the hydrogenation of nitriles>, Formula: C7H8BrN, the main research area is nitrile cobalt phosphide hydrogenation catalyst.

The study of metal phosphide catalysts for organic synthesis is rare. We present, for the first time, a well-defined nano-cobalt phosphide (nano-Co2P) that can serve as a new class of catalysts for the hydrogenation of nitriles to primary amines. While earth-abundant metal catalysts for nitrile hydrogenation generally suffer from air-instability (pyrophoricity), low activity and the need for harsh reaction conditions, nano-Co2P shows both air-stability and remarkably high activity for the hydrogenation of valeronitrile with an excellent turnover number exceeding 58000, which is over 20- to 500-fold greater than that of those previously reported. Moreover, nano-Co2P efficiently promotes the hydrogenation of a wide range of nitriles, which include di- and tetra-nitriles, to the corresponding primary amines even under just 1 bar of H2 pressure, far milder than the conventional reaction conditions. Detailed spectroscopic studies reveal that the high performance of nano-Co2P is attributed to its air-stable metallic nature and the increase of the d-electron d. of Co near the Fermi level by the phosphidation of Co, which thus leads to the accelerated activation of both nitrile and H2. Such a phosphidation provides a promising method for the design of an advanced catalyst with high activity and stability in highly efficient and environmentally benign hydrogenations.

Chemical Science published new progress about Adsorption. 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Formula: C7H8BrN.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Tyler, Jasper L.; Noble, Adam; Aggarwal, Varinder K. published the artcile< Strain-Release-Driven Friedel-Crafts Spirocyclization of Azabicyclo[1.1.0]butanes>, Recommanded Product: Isopropyltriphenylphosphonium bromide, the main research area is tertiary butoxy carbonyl azetidino spiro tetralin preparation regioselective DFT; alkylazetidine preparation Friedel Crafts spirocyclization tetrafluoroboric acid etherate catalyst; azabicyclobutane carbinol preparation alkyl halide alkylation; azabicylo[1.1.0]butanes; azetidines; dearomatization; spiro compounds; strained molecules.

The strain-release-driven Friedel-Crafts spirocyclization of azabicyclo[1.1.0]butane-tethered (hetero)aryls I (R = H, Me, Bn, allyl, triethylsilyl; R1 = Ph, 2-naphthyl, benzothiophen-2-yl, etc.) for the synthesis of a unique library of azetidine spiro-tetralins e.g., II was reported. The reaction was discovered to proceed through an unexpected interrupted Friedel-Crafts mechanism, generating a highly complex azabicyclo[2.1.1]hexane scaffold. This dearomatized intermediate, formed exclusively as a single diastereomer, can be subsequently converted to the Friedel-Crafts product upon electrophilic activation of the tertiary amine, or trapped as a Diels-Alder adduct in one-pot. The rapid assembly of mol. complexity demonstrated in these reactions highlights the potential of the strain-release-driven spirocyclization strategy to be utilized in the synthesis of medicinally relevant scaffolds.

Angewandte Chemie, International Edition published new progress about Aldehydes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 1530-33-2 belongs to class bromides-buliding-blocks, and the molecular formula is C21H22BrP, Recommanded Product: Isopropyltriphenylphosphonium bromide.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Ning, Shulin; Zheng, Lianyou; Bai, Ya; Wang, Shutao; Wang, Siyu; Shi, Lingling; Gao, Qiansong; Che, Xin; Zhang, Zhuoqi; Xiang, Jinbao published the artcile< Highly selective electroreductive linear dimerization of electron-deficient vinylarenes>, Formula: C21H22BrP, the main research area is diaryl butane preparation; vinylarene preparation regioselective electroreductive dimerization.

A direct electroreductive dimerization of electron-deficient vinylarenes R1R2C:CR3R4 (R1 = Ph, 4-NCC6H4, pyridin-4-yl, etc., R2 = R3 = R4 = H; R1 = 4-EtO2CC6H4, R2 = Me, Ph, R3 = R4 = H; R1 = 4-MeO2CC6H4, R2 = H, R3 = Me, R4 = H, Me; etc.) for the synthesis of 1,4-diarylbutanes R1R2CH-CR3R4-CR3R4-CHR1R2 as been developed using a simple undivided cell with inexpensive carbon electrodes at room temperature The control and deuterium-labeling experiments of electroreductive dimerization suggest that the hydrogen source comes from the solvent CH3CN. This protocol provides a mild and efficient route for the construction of C-C bond in moderate to good yields with high regioselectivity and broad substrate scope.

Tetrahedron published new progress about Alkylarenes Role: SPN (Synthetic Preparation), PREP (Preparation). 1530-33-2 belongs to class bromides-buliding-blocks, and the molecular formula is C21H22BrP, Formula: C21H22BrP.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary