Category: 374564-34-8

Safety of potassium (3-bromophenyl)trifluoroborateOn September 14, 2020 ,《Investigation of Stepwise and Stoichiometric Palladium-Mediated ortho-C-H Bond Arylation and Alkylation of 9(10H)-Acridinone》 was published in Organometallics. The article was written by Chu, Jean-Ho; Su, Zhe-Hong; Yen, Ko-Wang; Chien, Hsuan-I.. The article contains the following contents:

Authors present a stoichiometric methodol. for the synthesis of 4-arylated/alkylated 9(10H)-acridinones via a palladium-mediated ortho-C-H bond activation and C-C bond cross-coupling strategy. In the reaction, a N-(pyridin-2-yl)-9(10H)-acridinone palladacycle was employed as the starting substrate, which could be readily prepared by the stoichiometric reaction of N-(pyridin-2-yl)-9(10H)-acridinone and palladium(II) acetate in 89% isolated yield. Meanwhile, potassium aryl/alkyltrifluoroborates and p-benzoquinone were introduced to serve as the coupling partner and reaction promoter, resp., in the presented palladium-mediated ortho-C-H bond arylation/alkylation of 9(10H)-acridinone. The reaction eventually furnished a variety of 4-arylated/alkylated 9(10H)-acridinones in 31-95% yields. The structures of N-(pyridin-2-yl)-9(10H)-acridinone palladacycle substrate and 4-phenylated/cyclopropylated 9(10H)-acridinone products were elucidated by x-ray crystallog. Kinetic isotope effect studies, as well as controlled experiments, were carried out to gain insight into the reaction mechanism. Finally, the removal of the directing group (i.e., pyridin-2-yl) was demonstrated on one of the ortho-arylated products, 4-phenyl-N-(pyridin-2-yl)-9(10H)-acridinone. In the experiment, the researchers used many compounds, for example, potassium (3-bromophenyl)trifluoroborate(cas: 374564-34-8Safety of potassium (3-bromophenyl)trifluoroborate)

potassium (3-bromophenyl)trifluoroborate(cas: 374564-34-8) belongs to organobromine compounds.Most of the natural organobromine compounds are produced by marine organisms , and several brominated metabolites with antibacterial , antitumor , antiviral , and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. Safety of potassium (3-bromophenyl)trifluoroborate In contrast, terrestrial plants account only for a few bromine-containing compounds.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Reference of potassium (3-bromophenyl)trifluoroborateOn March 5, 2010, Kim, Dong-Su; Ham, Jungyeob published an article in Organic Letters. The article was 《Preparation of Potassium Alkynylaryltrifluoroborates from Haloaryltrifluoroborates via Sonogashira Coupling Reaction》. The article mentions the following:

A novel series of alkyne-containing potassium organotrifluoroborates were prepared in good yields from the corresponding haloaryltrifluoroborates and various alkynes via Sonogashira coupling reaction. Also, the Suzuki-Miyaura cross-coupling reaction of alkynylaryltrifluoroborates with aryl and alkenyl bromides was achieved in the presence of 5 mol % of Pd(TPP)4 and 3.0 equiv of Cs2CO3 in aqueous 1,4-dioxane at 150 °C by microwave irradiation The experimental part of the paper was very detailed, including the reaction process of potassium (3-bromophenyl)trifluoroborate(cas: 374564-34-8Reference of potassium (3-bromophenyl)trifluoroborate)

potassium (3-bromophenyl)trifluoroborate(cas: 374564-34-8) belongs to organobromine compounds.Most of the natural organobromine compounds are produced by marine organisms , and several brominated metabolites with antibacterial , antitumor , antiviral , and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. Reference of potassium (3-bromophenyl)trifluoroborate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Computed Properties of C6H4BBrF3KOn October 1, 2009 ,《Preparation of potassium azidoaryltrifluoroborates and their cross-coupling with aryl halides》 was published in Organic Letters. The article was written by Cho, Young Ae; Kim, Dong-Su; Ahn, Hong Ryul; Canturk, Belgin; Molander, Gary A.; Ham, Jungyeob. The article contains the following contents:

Potassium azidoaryltrifluoroborates have been prepared from the corresponding haloaryltrifluoroborates in 73-98% yields. Also, we successfully cross-coupled the azido-functionalized organotrifluoroborates and carried out a one-pot sequential cross-coupling/1,3-dipolar cycloaddition and a one-pot cross-coupling/azide reduction process. In addition to this study using potassium (3-bromophenyl)trifluoroborate, there are many other studies that have used potassium (3-bromophenyl)trifluoroborate(cas: 374564-34-8Computed Properties of C6H4BBrF3K) was used in this study.

potassium (3-bromophenyl)trifluoroborate(cas: 374564-34-8) belongs to organobromine compounds.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. Computed Properties of C6H4BBrF3K The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Base-Free Mizoroki-Heck Reaction Catalyzed by Rhodium Complexes》 was written by Martinez, Remi; Voica, Florina; Genet, Jean-Pierre; Darses, Sylvain. Recommanded Product: potassium (3-bromophenyl)trifluoroborate And the article was included in Organic Letters on August 16 ,2007. The article conveys some information:

A base-free rhodium-catalyzed Mizoroki-Heck (M-H) reaction using potassium aryltrifluoroborates as the arylating agent of alkenes and acetone as a green “”oxidant”” is described. E.g., reaction of 4-ClC6H4BF3K and CH2:CH2CO2CMe3 in presence of [Rh(CH2:CH2)Cl]2 gave 71% arylated ester I. Thanks to the ready availability of organoboranes, this reaction should constitute an interesting alternative to conventional M-H reactions using aryl halides. The experimental process involved the reaction of potassium (3-bromophenyl)trifluoroborate(cas: 374564-34-8Recommanded Product: potassium (3-bromophenyl)trifluoroborate)

potassium (3-bromophenyl)trifluoroborate(cas: 374564-34-8) belongs to organobromine compounds.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Recommanded Product: potassium (3-bromophenyl)trifluoroborate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2011,Tetrahedron included an article by Bolla, Krishnavenu; Kim, Taejung; Song, Jung Ho; Lee, Seokjoon; Ham, Jungyeob. Reference of potassium (3-bromophenyl)trifluoroborate. The article was titled 《Efficient and rapid synthesis of regioselective functionalized potassium 1,2,3-triazoletrifluoroborates via 1,3-dipolar cycloaddition》. The information in the text is summarized as follows:

In this study, we present a previously unreported method of preparing regiospecific organo-[1,2,3]-triazol-1-aryl-trifluoroborates from haloaryltrifluoroborates via a one-pot 1,3-dipolar cycloaddition reaction. We found that the use of either electron-rich or electron-deficient haloaryltrifluoroborates led to the desired cycloaddition products with good to excellent yields. Furthermore, we successfully carried out the cross-coupling reactions of the obtained triazoles with various aryl halides by means of the Suzuki-Miyaura reaction in the presence of 3 mol % of Pd(PPh3)4 catalyst in a 20% aqueous 1,4-dioxane solution at 100 °C; all these reactions yielded complete conversion to the corresponding products. Besides providing a high level of personnel safety, our highly versatile approach allows the preparation of functionalized organotrifluoborates containing 1,2,3-triazoles with retained functionality.potassium (3-bromophenyl)trifluoroborate(cas: 374564-34-8Reference of potassium (3-bromophenyl)trifluoroborate) was used in this study.

potassium (3-bromophenyl)trifluoroborate(cas: 374564-34-8) belongs to organobromine compounds.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Due to the reactivity of bromide, they are used as potential precursors or important intermediates in organic synthesis. Reference of potassium (3-bromophenyl)trifluoroborate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Sawazaki, Taka; Shimizu, Yusuke; Oisaki, Kounosuke; Sohma, Youhei; Kanai, Motomu published their research in Organic Letters on December 21 ,2018. The article was titled 《Convergent and Functional-Group-Tolerant Synthesis of B-Organo BODIPYs》.Recommanded Product: potassium (3-bromophenyl)trifluoroborate The article contains the following contents:

Boron-dipyrromethenes (BODIPYs) are one of the most important fluorescent materials. Despite their potential unique properties, however, B,B-fluoro-organo BODIPYs (BFR-BODIPYs) possessing an organo group (R) on the boron center have not been studied in detail, due in part to challenges related to their synthesis. In this paper, a convergent synthesis of BFR-BODIPYs operative under mild conditions is reported. Conversions of the thus-synthesized functionalized BFR-BODIPYs by cross-coupling, condensation, and SN2 reactions at the R group are also demonstrated.potassium (3-bromophenyl)trifluoroborate(cas: 374564-34-8Recommanded Product: potassium (3-bromophenyl)trifluoroborate) was used in this study.

potassium (3-bromophenyl)trifluoroborate(cas: 374564-34-8) belongs to organobromine compounds.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Recommanded Product: potassium (3-bromophenyl)trifluoroborate Due to the reactivity of bromide, they are used as potential precursors or important intermediates in organic synthesis.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of C6H4BBrF3KOn May 1, 2020 ,《Deacetylative Aryl Migration of Diaryliodonium Salts with C(sp2)-N Bond Formation toward ortho-Iodo N-Aryl Sulfonamides》 appeared in Organic Letters. The author of the article were Chen, Huangguan; Wang, Limin; Han, Jianwei. The article conveys some information:

An unprecedented approach of metal-free C(sp2)-N bond formation via deacetylation/intramol. aryl migration is demonstrated with novel N-sulfonamide substituted diaryliodonium salts. The reaction provides a variety of ortho-iodo N-aryl sulfonamides. The products were employed in several coupling reactions to afford useful diarylamine scaffolds. Furthermore, the key intermediates of zwitterionic iodoniums in the reaction were isolated and verified by the X-ray crystallog. anal., which showcased unambiguous mechanistic insight into the reactivity of the reaction cascade. In the experiment, the researchers used many compounds, for example, potassium (3-bromophenyl)trifluoroborate(cas: 374564-34-8Electric Literature of C6H4BBrF3K)

potassium (3-bromophenyl)trifluoroborate(cas: 374564-34-8) belongs to organobromine compounds.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. Electric Literature of C6H4BBrF3K Dehydrobromination, Grignard reactions, reductive coupling, Wittig reaction, and several nucleophilic substitution reactions are some of the principal reactions which involve organic bromides.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The author of 《Temperature-controlled sequential Suzuki-Miyaura reactions for preparing unsymmetrical terphenyls》 were Li, Xinmin; Liu, Chun; Wang, Lei; Ye, Qing; Jin, Xin; Jin, Zilin. And the article was published in Organic & Biomolecular Chemistry in 2018. Quality Control of potassium (3-bromophenyl)trifluoroborate The author mentioned the following in the article:

A one-pot protocol of double Suzuki-Miyaura reactions was developed for the synthesis of unsym. teraryls. In the absence of a ligand, potassium bromophenyltrifluoroborate reacted with arylboronic acid and then sequentially with a hetero/aryl bromide by controlling the reaction temperature, providing unsym. p- and m-teraryl compounds in moderate to good overall yields. This protocol provided a convenient and practically approached to unsym. terphenyls under ligand-free and aerobic conditions.potassium (3-bromophenyl)trifluoroborate(cas: 374564-34-8Quality Control of potassium (3-bromophenyl)trifluoroborate) was used in this study.

potassium (3-bromophenyl)trifluoroborate(cas: 374564-34-8) belongs to organobromine compounds.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Due to the reactivity of bromide, they are used as potential precursors or important intermediates in organic synthesis. Quality Control of potassium (3-bromophenyl)trifluoroborate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

COA of Formula: C6H4BBrF3KOn September 15, 2006 ,《Linchpin Synthons: Metalation of Aryl Bromides Bearing a Potassium Trifluoroborate Moiety》 was published in Journal of Organic Chemistry. The article was written by Molander, Gary A.; Ellis, Noel M.. The article contains the following contents:

Aryl bromides bearing a potassium trifluoroborate moiety were subjected to lithium-halogen exchange at low temperature using a variety of alkyllithium reagents. A number of different electrophiles were evaluated in their reactions with the aryllithiums produced therein. Under carefully optimized conditions, potassium bromophenyl trifluoroborates afforded good to excellent yields of the corresponding alcs. (64-94% isolated yield) when aldehydes or ketones were used as the electrophilic partner. Esters were unfortunately found to be unreactive.potassium (3-bromophenyl)trifluoroborate(cas: 374564-34-8COA of Formula: C6H4BBrF3K) was used in this study.

potassium (3-bromophenyl)trifluoroborate(cas: 374564-34-8) belongs to organobromine compounds.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. COA of Formula: C6H4BBrF3K The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2009,Chemistry – A European Journal included an article by Andaloussi, Mounir; Lindh, Jonas; Saevmarker, Jonas; Sjoeberg, Per J. R.; Larhed, Mats. COA of Formula: C6H4BBrF3K. The article was titled 《Microwave-Promoted Palladium(II)-Catalyzed C-P Bond Formation by Using Arylboronic Acids or Aryltrifluoroborates》. The information in the text is summarized as follows:

The first PdII-catalyzed P arylation has been performed by using palladium acetate, the rigid bidentate ligand dmphen (dmphen = 2,9-dimethyl-1,10-phenanthroline), and without the addition of base or acid. Couplings of arylboronic acids or aryl trifluoroborates with H-phosphonate dialkyl esters were conducted in 30 min with controlled microwave (MW) heating under non-inert conditions. Aryl phosphites were also synthesized at room temperature with atm. air as the sole reoxidant. The arylated phosphonates were isolated in 44-90% yields. The excellent chemoselectivity of the method was illustrated in the synthesis of a Mycobacterium tuberculosis glutamine synthetase (MTB-GS) inhibitor. Online ESI-MS was used to detect cationic palladium species in ongoing reactions directly, and a catalytic cycle has been proposed based on these results. In the experiment, the researchers used many compounds, for example, potassium (3-bromophenyl)trifluoroborate(cas: 374564-34-8COA of Formula: C6H4BBrF3K)

potassium (3-bromophenyl)trifluoroborate(cas: 374564-34-8) belongs to organobromine compounds.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. COA of Formula: C6H4BBrF3K Due to the reactivity of bromide, they are used as potential precursors or important intermediates in organic synthesis.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary