401-55-8 Archives - Page 2 of 15 - Bromides-buliding-blocks

Sun, Ze-Ying’s team published research in Organic Letters in 22 | CAS: 401-55-8

Organic Letters published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C6H10F3NO, COA of Formula: C4H6BrFO2.

Sun, Ze-Ying published the artcileTetrahydroxydiboron-Promoted Radical Addition of Alkynols, COA of Formula: C4H6BrFO2, the publication is Organic Letters (2020), 22(15), 6214-6219, database is CAplus and MEDLINE.

Tetrahydroxydiboron has previously been used as a borylation or reducing reagent in organic synthesis. Herein, we present a novel tetrahydroxydiboron-promoted radical addition of internal alkynes followed by intramol. oxidation of alc. through 1,5-hydrogen atom transfer. Preliminary mechanistic studies showed that the process might be initiated through N,N-dimethylformamide-assisted homolytic cleavage of tetrahydroxydiboron. This process provides a convenient synthesis of fluoroalkyl-substituted alkenes with a pendant aldehyde or ketone moiety.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Ruan, Zhixiong’s team published research in Angewandte Chemie, International Edition in 56 | CAS: 401-55-8

Angewandte Chemie, International Edition published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C4H6BrFO2, Recommanded Product: Ethylbromofluoroacetate.

Ruan, Zhixiong published the artcileRuthenium(II)-Catalyzed meta C-H Mono- and Difluoromethylations by Phosphine/Carboxylate Cooperation, Recommanded Product: Ethylbromofluoroacetate, the publication is Angewandte Chemie, International Edition (2017), 56(8), 2045-2049, database is CAplus and MEDLINE.

Ruthenium(II)-catalyzed meta-selective C-H (di)fluoromethylation was accomplished by phosphine and carboxylate cooperation. The remote C-H functionalization was characterized by ample substrate scope, thereby setting the stage for meta-(di)fluoromethylation through facile C-H cleavage. Thus, 2-phenylpyridine reacted withBrCF₂CO₂Et in the presence of ruthenium catalyst I and phosphine P(C₆H₄CF₃-4)₃ to give pyridinyldifluoroacetate II in 71% yield.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Sha, Wanxing’s team published research in Journal of Organic Chemistry in 82 | CAS: 401-55-8

Journal of Organic Chemistry published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C9H6N2O2, Product Details of C4H6BrFO2.

Sha, Wanxing published the artcilePhotoredox-Catalyzed Cascade Difluoroalkylation and Intramolecular Cyclization for Construction of Fluorinated γ-Butyrolactones, Product Details of C4H6BrFO2, the publication is Journal of Organic Chemistry (2017), 82(18), 9824-9831, database is CAplus and MEDLINE.

A cascade visible-light photocatalytic difluoroalkylation and intramol. cyclization reaction was developed for the synthesis of difluoroalkylated oxygen heterocycles. The reaction was carried out under mild conditions, affording fluorinated isobenzofuran-1-ones, lactone, and cyclic ethers with up to 97% chem. yields. Furthermore, several types of bromofluoroalkane precursors bearing ester, keto, amido, and phosphate groups could all work well in this reaction, which provides an easy method for the preparation of functionalized difluoroalkylated oxygen heterocycles.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Fan, Pei’s team published research in Organic Letters in 22 | CAS: 401-55-8

Fan, Pei published the artcileAcylation of Aryl Halides and α-Bromo Acetates with Aldehydes Enabled by Nickel/TBADT Cocatalysis, Quality Control of 401-55-8, the publication is Organic Letters (2020), 22(10), 3875-3878, database is CAplus and MEDLINE.

In this protocol aryl halides and α-bromo esters were efficiently cross-coupled with an array of aromatic and aliphatic aldehydes under the cooperative catalysis of nickel and tetrabutylammonium decatungstate as a hydrogen-atom-transfer photocatalyst. This method provided a concise approach to a variety of ketones with high compatibility of various functional groups.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Wu, Yun’s team published research in Organic Letters in 18 | CAS: 401-55-8

Wu, Yun published the artcileNickel-Catalyzed Monofluoroalkylation of Arylsilanes via Hiyama Cross-Coupling, Application In Synthesis of 401-55-8, the publication is Organic Letters (2016), 18(21), 5564-5567, database is CAplus and MEDLINE.

The first example of nickel-catalyzed monofluoroalkylation of arylsilanes has been developed with readily available fluoroalkyl halides. This novel transformation has demonstrated high reactivity, broad substrate scope, excellent functional group tolerance, and mild reaction conditions. The selective activation of a relatively inert C-Si bond for slow release of aryl carbanion is the key reason for reducing the amount of arylmetal species, which makes this method more promising for fluorine-containing modification of complex bioactive mols. Mechanistic investigations indicate that a free fluoroalkyl radical is involved in this catalytic cycle.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Wang, Min’s team published research in Angewandte Chemie, International Edition in 58 | CAS: 401-55-8

Wang, Min published the artcileRadical Monofluoroalkylative Alkynylation of Olefins by a Docking-Migration Strategy, HPLC of Formula: 401-55-8, the publication is Angewandte Chemie, International Edition (2019), 58(49), 17646-17650, database is CAplus and MEDLINE.

A radical-mediated monofluoroalkylative alkynylation of alkenes is disclosed for the first time. The reaction demonstrates a remarkably broad substrate scope in which both activated and unactivated alkenes are suitable starting materials. The concurrent addition of an alkynyl and a monofluoroalkyl group onto an alkene proceeds through a docking-migration sequence, affording a vast array of valuable fluoroalkyl-substituted alkynes. Many complex natural products and drug derivatives are readily functionalized, demonstrating that this method can be used for late-stage alkynylation.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Wang, Shuaifeng’s team published research in Organic Letters in 20 | CAS: 401-55-8

Wang, Shuaifeng published the artcilePalladium-Catalyzed anti-Selective Fluoroalkylboration of Internal and Terminal Alkynes, Safety of Ethylbromofluoroacetate, the publication is Organic Letters (2018), 20(18), 5631-5635, database is CAplus and MEDLINE.

A Pd-catalyzed anti-stereospecific alkyne fluoroalkylboration, including mono-, di-, and perfluoroalkylboration, has been developed with fluoroalkyl halides and diboron reagents. The reaction is effective for both internal and terminal alkynes. It provides straightforward and streamlined access to functionalized 1,2-fluoroalkylboronated alkenes in a highly regio- and stereocontrolled manner. Preliminary studies suggest that this reaction is enabled by the combination of radical alkylation and metal-catalyzed borylation, thus leading to the realization of three-component trans-carboboration of alkynes for the first time.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Shang, Tianbo’s team published research in Organic Letters in 22 | CAS: 401-55-8

Shang, Tianbo published the artcilePhotocatalytic Remote Oxyfluoroalkylation of Heteroalkynes: Regio-, Stereo-, and Site-Selective Access to Complex Fluoroalkylated (Z)-Alkenes, Safety of Ethylbromofluoroacetate, the publication is Organic Letters (2020), 22(9), 3667-3672, database is CAplus and MEDLINE.

A visible-light-induced remote oxyfluoroalkylation, including ketofluoroalkylation and hydroxytrifluoromethylation, of heteroalkynes is developed with DMSO (DMSO) and H₂O as the oxygen source, resp. It provides a facile access to complex fluoroalkylated (Z)-alkenes in satisfactory yields with excellent regio-, stereo-, and site-selectivity. The reaction involves an uncommon vinyl radical-induced intermol. C(sp³)-H functionalization, thus offering a good platform for the development of remote difunctionalization of alkynes.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Zhang, Yan’s team published research in Organic Letters in 20 | CAS: 401-55-8

Zhang, Yan published the artcileSynthesis of Difluoromethylated and Phosphorated Spiro[5.5]trienones via Dearomative Spirocyclization of Biaryl Ynones, Related Products of bromides-buliding-blocks, the publication is Organic Letters (2018), 20(10), 2988-2992, database is CAplus and MEDLINE.

Copper- or silver-catalyzed cascade radical addition/dearomative spirocyclization of biaryl ynones with fluoroalkyl bromides or diethylphosphite has been realized for the first time. This method provides a novel and step-economical protocol for the divergent synthesis of a wide range of difluoromethylated or monofluoromethylated and phosphorated spiro[5.5]trienones in moderate to high yields.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Fujimoto, Kazuki’s team published research in Journal of Medicinal Chemistry in 64 | CAS: 401-55-8

Journal of Medicinal Chemistry published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C4H6BrFO2, Computed Properties of 401-55-8.

Fujimoto, Kazuki published the artcileStructure-Based Approaches to Improving Selectivity through Utilizing Explicit Water Molecules: Discovery of Selective β-Secretase (BACE1) Inhibitors over BACE2, Computed Properties of 401-55-8, the publication is Journal of Medicinal Chemistry (2021), 64(6), 3075-3085, database is CAplus and MEDLINE.

BACE1 is an attractive target for disease-modifying treatment of Alzheimer′s disease. BACE2, having high homol. around the catalytic site, poses a critical challenge to identifying selective BACE1 inhibitors. Recent evidence indicated that BACE2 has various roles in peripheral tissues and the brain, and therefore, the chronic use of nonselective inhibitors may cause side effects derived from BACE2 inhibition. Crystallog. anal. of the nonselective inhibitor verubecestat identified explicit water mols. with different levels of free energy in the S2′ pocket. Structure-based design targeting them enabled the identification of propynyl oxazine 3 with improved selectivity. Further optimization efforts led to the discovery of compound 6 with high selectivity. The cocrystal structures of 7, a close analog of 6, bound to BACE1 and BACE2 confirmed that one of the explicit water mols. is displaced by the propynyl group, suggesting that the difference in the relative water displacement cost may contribute to the improved selectivity.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary