Month: October 2022

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

Mel’nikov, N. N.; Turetskaya, R. Kh.; Baskakov, Yu. A.; Boyarkin, A. N.; Kuznetsova, M. S. published the artcile< The structure and the physiological activity of substituted phenylacetic and naphthylacetic acids>, Product Details of C9H9BrO2, the main research area is .

Introduction of halogen into the ring of PhCH2CO2H increases the physiol. activity, which is greatest with Cl; Br is less active; iodine in the p-position does not increase activity. Most active are the 2-halo, least active the 4-halo derivatives, while the 3-halo derivatives are intermediate. This is the reverse order of activity in comparison with phenoxyacetic acids. Introduction of a 2nd halogen does not change the physiol. activity, while a 3rd halogen can either reduce or increase activity. A Me group in the p-position reduces the activity, and 3 Me groups reduce it very much. A smaller decrease in activity is caused by a p-MeO group. Halogenation of m-MeC6H4OCH2CO2H causes increased activity, the greatest activity resulting from 4-substitution, and lesser activity from 2-halogenation. With 2,4-D as the standard which gave 100% increase of wheat coleoptile growth at 1 mg./l. concentration, and heteroauxin as the standard which gave 100% increase of kidneybean root growth, the following physiol. results were obtained in plant tests; (in above order, with 1, 10, and 100 mg./l. concentrations tested for the wheat growth, and 10, 50 and 100 mg./l. concentrations for the kidney bean growth). Substituted phenylacetic acids (substituents given): H, m. 76°, -2%, +45%, -, -, +4%, 0%; ο-Cl, m. 95°, +70%, +84%, – +5%, +150%, -; m-Cl, m. 74°, +9%, +61%, -, -, +62%, +260%; p-Cl, m. 106°, +13%, +71%, -, -, +55%, +91%; ο-Br, m. 104°, +7%, +71%, -, -, +33%, +104%; p-Br, m. 114°, +2%, +80%, -, -, 0%, +8%; p-I, m. 135°, -4%, -6%, -, -, 0%, +21%; 2,4-di-Cl, m. 131°, +10%, +80%, -, -, +58%, +162%; 2,5-di-Cl, m. 105°, +13%, +80%, -, -, +30%, +120%; 2,3,4-tri-Cl, m. 136°, +40%, +71%, -, -, +150%, -60%; 2,4,5-tri-Cl analog, m. 126°, 0%, +56%, -, -, +98%, +100%; p-MeO, m. 83°, -, +20%, +20%, -, 0%, 0%; p-Me, m. 92°, -, +5%, +6%, -, 0%, 0%; 4,3-ClMe, m. 83°, +22%, +73%, -, -, +7%, +69%; 4,3-BrMe, m. 81°, +20%, +71%, -, -, 14%, +90%; 6,3-ClMe, m. 86°, -2%, +40%, -, -, 0%, -25%; 6,3-BrMe, m. 82°, -8%, +59%, -, -, +66%, +66%;, 2,4-ClMe, m. 106°, +13%, +44%, -, -, +12%, +33%; 3,4-Me(MeO), m. 127°, -, +1%, +34%, -, 0%, 0%; 2,4,5-Tri-Me, m. 117°, -, +3%, -6%, -, -21%, -25%; 2,4-Me(MeO), m. 107°, -, -12%, +25%, -, 0%, 0%. In substituted naphthylalkylcarboxylic acids it was shown that removal of CO2H from the ring by more than 1 C atom reduces the physiol. activity and the compounds with an acid group at the 1-position on C10H8 skeleton are the only active ones; substances with 2-substitution are inactive. Substitution of alkyl groups or MeO groups into the C10H8 ring leads to sharp decline in activity. The following results were obtained in biol. tests (same standards as above): Substituted 1-naphthaleneacetic acids (substituents given): H, m. 131°, +77%, + 169%, -, -, +92%, -; 4-MeO, m. 144°, +2%, -12%, -, +10%, +27%, +9%; 4-Me, m. 148°, +1%, +1%, +4%, +36%, +24%, -10%; 4-Et, m. 129°, +9%, -, -, +9%, +6%, +27%; 4-Pr, m. 119°, -5%, -7%, -, +24%, +50%, +32%; 4-Bu, m. 110°, -, -14%, -, +21%, +20%, +33%. 1-C10H7COCH2CH2CO2H, m. 132°, +9%, +60%, -, -, -, -; 1-C10H7(CH2)3CO2H, m. 1602, +9%, +46%, -, -, -, -; 2-C10H7COCH2CH2CO2H, m. 174°, -25%, -9%, -, -, -, -, 2-C10H7(CH2)3CO2H, m. 109°, -3%, -5%, -, -, -, -. Most of the above acids were prepared by the Willgerodt reaction others through the nitriles from the corresponding benzyl halides.

Doklady Akademii Nauk SSSR published new progress about Halogens. 215949-57-8 belongs to class bromides-buliding-blocks, and the molecular formula is C9H9BrO2, Product Details of C9H9BrO2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Alam, Ryan M.; Keating, John J. published the artcile< An Expedient Approach to Pyrazolo[3,4-b]pyridine-3-carboxamides via Palladium-Catalyzed Aminocarbonylation>, Recommanded Product: 4-Bromobenzylamine, the main research area is iodo fluorobenzyl pyrazolopyridine formic acid amine palladium catalyst aminocarbonylation; fluorobenzyl pyrazolopyridine carboxamide preparation.

A series of novel 1,3-disubstituted pyrazolo[3,4- b]pyridine-3-carboxamide derivatives was prepared by introducing the 3-carboxamide moiety using palladium-catalyzed aminocarbonylation methodol. and employing CO gas generated ex-situ using a two-chamber reactor (COware ). The functional group tolerance of this optimized aminocarbonylation protocol was highlighted through the synthesis of a range of diversely substituted C-3 carboxamide pyrazolo[3,4- b]pyridines in excellent yields of up to 99%.

Synthesis published new progress about Amides Role: SPN (Synthetic Preparation), PREP (Preparation). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Recommanded Product: 4-Bromobenzylamine.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wu, Guojiao; Deng, Yifan; Wu, Chaoqiang; Zhang, Yan; Wang, Jianbo published the artcile< Synthesis of α-Aryl Esters and Nitriles: Deaminative Coupling of α-Amino-Esters and α-Aminoacetonitriles with Arylboronic Acids>, Safety of Ethyl 2-(3-bromophenyl)acetate, the main research area is nitrile benzeneacetonitrile preparation; benzeneacetic areneacetic acid ester preparation; arenes; boron; diazo compounds; nitriles; synthetic methods.

Transition-metal-free synthesis of α-aryl esters and nitriles using arylboronic acids with α-amino esters and α-(amino)acetonitrile derivatives, resp., as starting materials has been developed. The reaction represents a rare case of converting C(sp3)-N bonds (carbon-nitrogen bonds) into C(sp3)-C(sp2) bonds (carbon-carbon bonds). The reaction conditions are mild, demonstrate good functional-group tolerance, and can be scaled up. The synthesis of the target compounds was achieved using glycine ester hydrochloride, leucine ester hydrochloride, aspartate ester hydrochloride, alanine ester hydrochloride as starting materials in a reaction with (aryl)boronic acids. The title compounds thus formed included benzeneacetic acid esters, 1-naphthaleneacetic acid ester, benzenepropanoic acid esters, α-phenyl-1H-indole-3-propanoic acid ester, benzenebutanoic acid ester and similar substances. A reaction of (aryl)boronic acids with α-(amino)acetonitrile gave α-(alkyl)benzeneacetonitrile derivatives Nitriles included α-(hexyl)benzeneacetonitrile, α-phenyl-3-thiophenepropanenitrile and similar compounds

Angewandte Chemie, International Edition published new progress about Amino acid esters Role: RCT (Reactant), RACT (Reactant or Reagent). 14062-30-7 belongs to class bromides-buliding-blocks, and the molecular formula is C10H11BrO2, Safety of Ethyl 2-(3-bromophenyl)acetate.

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

Gao, Xin; Zhang, Qirui; Hu, Jianfeng; Zhang, Hao published the artcile< Ferrocene-containing cross-conjugated polymers synthesized by palladium-catalyzed cross-coupling polymerization>, Category: bromides-buliding-blocks, the main research area is ferrocene conjugated polymer palladium catalyzed coupling polymerization.

We have exploited an extremely efficient and versatile route to prepare ferrocene-containing cross-conjugated polymers (oligomers) in the main-chain. Using a variety of 1,1′-disubstituted ferrocenyl ketone-derived N-tosylhydrazones, reaction with aryl halides under palladium-catalysis gave 14 poly(ferrocenylene-vinylidene) cross-conjugated polymers (oligomers) in 50-80% yield. It was noteworthy that all the polymeric products were well soluble in common organic solvents, endowing them with high solution processability. Pendant double bonds of these cross-conjugated polymers (oligomers) were suitable towards further processing with high reactivity. The optical properties of the polymers (oligomers) were examined The electrochem. properties of polymers (oligomers) were investigated by cyclic voltammetry (CV) and suggested a quasi-reversible process. Moreover, these cross-conjugated polymers (oligomers) proved thermally stable and demonstrated promising potential as low-migration burning rate catalysts.

Polymer published new progress about Electric current-potential relationship. 184239-35-8 belongs to class bromides-buliding-blocks, and the molecular formula is C26H18Br2, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Fricke, Christoph; Deckers, Kristina; Schoenebeck, Franziska published the artcile< Orthogonal Stability and Reactivity of Aryl Germanes Enables Rapid and Selective (Multi)Halogenations>, SDS of cas: 576-83-0, the main research area is fluorination iodination bromination aryl germane; chemoselectivity; germanium; halogenation; reaction mechanisms; synthetic methods.

While halogenation is of key importance in synthesis and radio-imaging, the currently available repertoire is largely designed to introduce a single halogen per mol. This report makes the selective introduction of several different halogens accessible. Showcased here is the privileged stability of nontoxic aryl germanes under harsh fluorination conditions (that allow selective fluorination in their presence), while displaying superior reactivity and functional-group tolerance in electrophilic iodinations and brominations, out-competing silanes or boronic esters under rapid and additive-free conditions. Mechanistic experiments and computational studies suggest a concerted electrophilic aromatic substitution as the underlying mechanism.

Angewandte Chemie, International Edition published new progress about Arylboronic acids Role: RCT (Reactant), RACT (Reactant or Reagent) (chemoselective germane functionalization over boronic acids, boronic esters and silanes). 576-83-0 belongs to class bromides-buliding-blocks, and the molecular formula is C9H11Br, SDS of cas: 576-83-0.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Haranahalli, Krupanandan; Lazzarini, Cristina; Sun, Yi; Zambito, Julia; Pathiranage, Senuri; McCarthy, J. Brian; Mallamo, John; Del Poeta, Maurizio; Ojima, Iwao published the artcile< SAR Studies on Aromatic Acylhydrazone-Based Inhibitors of Fungal Sphingolipid Synthesis as Next-Generation Antifungal Agents>, Application of C7H4Br2O2, the main research area is antifungal activities SAR Cryptococcus synergistic additive effect fungal strains.

Recently, the fungal sphingolipid glucosylceramide (GlcCer) synthesis has emerged as a highly promising new target for drug discovery of next-generation antifungal agents, and we found two aromatic acylhydrazones as effective inhibitors of GlcCer synthesis based on HTP screening. In the present work, we have designed libraries of new aromatic acylhydrazones, evaluated their antifungal activities (MIC80 and time-kill profile) against C. neoformans, and performed an extensive SAR study, which led to the identification of five promising lead compounds, exhibiting excellent fungicidal activities with very large selectivity index. Moreover, two compounds demonstrated broad spectrum antifungal activity against six other clin. relevant fungal strains. These five lead compounds were examined for their synergism/cooperativity with five clin. drugs against seven fungal strains, and very encouraging results were obtained; e.g., the combination of all five lead compounds with voriconazole exhibited either synergistic or additive effect to all seven fungal strains.

Journal of Medicinal Chemistry published new progress about Cryptococcus neoformans. 603-78-1 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4Br2O2, Application of C7H4Br2O2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary