Category: 89694-44-0

Li, Lixin published the artcileFacial Syntheses of Bromobenzothiazines via Catalyst-Free Tandem C-H Amination/Bromination in Water, Application In Synthesis of 89694-44-0, the publication is Organic Letters (2019), 21(15), 5995-5999, database is CAplus and MEDLINE.

A transition-metal-free and environmentally friendly synthesis method for bromobenzothiazines through tandem C-H amination/bromination was reported. This reaction contains both intramol. C-H amination and site-selective electrophilic bromination of arenes with NaBr as the bromo source, PhI(OAc)₂ or K₂S₂O₈ as the oxidant, and H₂O as the only solvent.

Organic Letters published new progress about 89694-44-0. 89694-44-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is 2-Bromo-5-methoxybenzene boronic acid, and the molecular formula is C7H8BBrO3, Application In Synthesis of 89694-44-0.

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

Ju, Cheng-Wei published the artcileModular Synthesis of Pentagonal and Hexagonal Ring-Fused NBN-Phenalenes Leading to an Excited-State Aromatization-Induced Structural Planarization Molecular Library, Quality Control of 89694-44-0, the publication is Journal of the American Chemical Society (2021), 143(15), 5903-5916, database is CAplus and MEDLINE.

Although polycyclic aromatic hydrocarbons (PAHs) with a nitrogen-boron-nitrogen (NBN) moiety have recently attracted tremendous interest due to their intriguing electronic and optoelectronic properties, all of the NBN-fused π-systems reported to date are called NBN-dibenzophenalenes and were synthesized by electrophilic aromatic substitution. The synthesis of NBN-phenalenes remains challenging, and transition-metal catalysis has never been utilized to construct NBN-embedded π-scaffolds. Herein, a palladium-catalyzed cyclization/bicyclization strategy was developed for the synthesis of diverse pentagonal and hexagonal ring-fused NBN-phenalenes and half-NBN-phenalenes. All of the NBN-embedded π-scaffolds presented in our paper are fluorescent in both solution and the solid state. Further investigations showed that the five-membered NBN rings exhibit the properties of traditional luminogens, while those with a six-membered NBN ring generally undergo photoinduced structural planarization (PISP) and exhibit different colors and quantum yields of fluorescence with different concentrations in solution Time-resolved spectroscopy and TD-DFT calculations revealed that excited-state aromatization is the driving force for PISP in hexagonal ring-fused NBN-π systems, leading to the formation of excimers. Notably, the scope of PISP compounds is still quite limited, and PISP has never been observed in NBN-π systems before. These hexagonal ring-fused NBN-π systems constitute a novel PISP mol. library and appear to be a new class of aggregation-induced excimer emission (AIEE) materials. Finally, the AIEE behavior of these six-membered NBN rings was applied to the detection of nitro explosives, achieving excellent sensitivity. In general, this work provides a new viewpoint for synthesizing NBN-fused π-systems and understanding the excited-state motion of luminogens.

Journal of the American Chemical Society published new progress about 89694-44-0. 89694-44-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is 2-Bromo-5-methoxybenzene boronic acid, and the molecular formula is C7H8BBrO3, Quality Control of 89694-44-0.

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

Al-Zoubi, Raed M. published the artcileMild Silver(I)-Mediated Regioselective Iodination and Bromination of Arylboronic Acids, Product Details of C7H8BBrO3, the publication is Organic Letters (2010), 12(11), 2480-2483, database is CAplus and MEDLINE.

A convenient and regioselective silver(I)-mediated electrophilic iodination and bromination reaction of arylboronic acids has been developed. The boronic acid does not require protection prior to the reaction, which can be performed on a multigram scale with moderate to excellent yields. A mild, simple, and effective method is disclosed to provide ortho-haloarylboronic acids, e.g. I, that can be used as useful intermediates in selective sequential Suzuki-Miyaura cross-coupling reactions to provide ortho-triaryl derivatives, e.g. II, in good yields.

Organic Letters published new progress about 89694-44-0. 89694-44-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is 2-Bromo-5-methoxybenzene boronic acid, and the molecular formula is C7H8BBrO3, Product Details of C7H8BBrO3.

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

Garcia-Lopez, Jose-Antonio published the artcileUse of 2-Bromophenylboronic Esters as Benzyne Precursors in the Pd-Catalyzed Synthesis of Triphenylenes, Quality Control of 89694-44-0, the publication is Organic Letters (2014), 16(9), 2338-2341, database is CAplus and MEDLINE.

Ortho-Substituted aryl boronates, e.g., I (X= Br, OTf), are introduced as aryne precursors for transition-metal-catalyzed transformations. On treatment with ^tBuOK and Pd(0), metal-bound aryne intermediates are formed that undergo effective trimerization to form useful triphenylene compds, e.g., II. For meta-substituted arynes, the 3:1 product ratio in favor of non-C₃ sym. material is indicative of a benzyne mechanism.

Organic Letters published new progress about 89694-44-0. 89694-44-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is 2-Bromo-5-methoxybenzene boronic acid, and the molecular formula is C7H8BBrO3, Quality Control of 89694-44-0.

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

Casalta, Clement published the artcileIridium(III) Catalyzed Z-Selective Allylic Arylation of α-Fluoro But-1-enoic Acid Amides via β-F-Elimination in Water, Synthetic Route of 89694-44-0, the publication is Organic Letters (2021), 23(21), 8122-8126, database is CAplus and MEDLINE.

Allylic arylation of α-fluoro but-1-enoic acid amides with arylboronic acids was carried out in water by comparing the catalytic activity of iridium(III) and rhodium(III). Ir(III) has shown a strong superiority over Rh(III) to give allyl-aryl coupling products with excellent stereoselectivity in favor of the Z-isomer. The origin of high stereoselectivity is perhaps because of the a coordination of iridium Ir-N or Ir-O.

Organic Letters published new progress about 89694-44-0. 89694-44-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is 2-Bromo-5-methoxybenzene boronic acid, and the molecular formula is C7H8BBrO3, Synthetic Route of 89694-44-0.

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

Eseola, Abiodun Omokehinde published the artcileImportance of monodentate mono-ligand designs in developing N-stabilized palladium catalysts for efficient ambient temperature C-C coupling: Donor strengths and steric features, Synthetic Route of 89694-44-0, the publication is Molecular Catalysis (2019), 110398, database is CAplus.

Unfriendly temperature profiles and costs of carbon coupling catalysis, which pose challenge to both synthetic organic chemists as well as industrial applicability, motivated our design of new monodentate N-donors as support ligands for the purpose of constructing ambient temperature precatalysts that are molecularly close to the hypothetical active forms. Therefore, a series of sterically varied monodentate N-donor imidazoles (1-7) and oxazoles (8-9) have been synthesized and their N-donor strengths, which were estimated as pK_as, are systematically varied from 0.9 to 8.5 by substituent variations. Eleven target mono-ligand complexes (1-PdCl₂MeCN – 9-PdCl₂MeCN, 6-PdCl₂PhCN and 7-PdCl₂PhCN) and six trans-bis-ligand complexes (1₂-PdCl₂, 2₂-PdCl₂, 3₂-PdCl₂, 6₂-PdCl₂, 1₂-Pd(OAc)₂ and 2₂-Pd(OAc)₂) were isolated and catalytically studied along with PdI₂(PPh₃)₂. Results of coupling reactions, which were conducted both via in situ ‘Pd(II) salt + ligand’ approach and by use of the precatalysts, show that the mono-ligand precatalyst designs (1-PdCl₂MeCN – 9-PdCl₂MeCN, 6-PdCl₂PhCN and 7-PdCl₂PhCN) represent a true catalyst improvement initiative among the phosphine-free catalyst community; i.e. yields approaching 100% (TOF ≈ 2000) at 0.2 mol % catalyst loading, 45°C and within 15 min. On the other hand, the complexes with trans-bis-ligand coordination were inactive at ambient temperatures Therefore, it was concluded that coordinative saturation, which results from implementing two or more ligand equivalent or use of polydentate ligands on palladium, should be strongly discouraged. Such saturation necessitates the undesirable and avoidable high temperature necessities, long reflux durations and needlessly high catalyst loadings. Correlation between catalyst activity and donor strengths or steric properties were analyzed leading to important conclusions. The catalyst design also supported coupling of activated aryl chlorides from 60°C while Heck coupling activities were observed only at the early minutes of reactions.

Molecular Catalysis published new progress about 89694-44-0. 89694-44-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is 2-Bromo-5-methoxybenzene boronic acid, and the molecular formula is C7H8BBrO3, Synthetic Route of 89694-44-0.

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

Suchaud, Virginie published the artcileIdentification of 1,6-dihydropyrazolo[4,3-c]carbazoles and 3,6-dihydropyrazolo[3,4-c]carbazoles as new Pim kinase inhibitors, Product Details of C7H8BBrO3, the publication is Bioorganic & Medicinal Chemistry (2013), 21(14), 4102-4111, database is CAplus and MEDLINE.

New 1,6-dihydropyrazolo[4,3-c]carbazoles and 3,6-dihydropyrazolo[3,4-c]carbazoles were prepared and evaluated for their Pim kinase inhibitory potencies as well as their antiproliferative activities toward two prostatic cancer cell lines. Pyrazolocarbazole I was found to be a potent Pim kinase modulator with inhibitory potency toward the three isoforms. Compound II strongly inhibited Pim-3 with weaker effects toward Pim-1 and Pim-2, and thus could be used as an interesting mol. tool to study Pim-3 biol. functions.

Bioorganic & Medicinal Chemistry published new progress about 89694-44-0. 89694-44-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is 2-Bromo-5-methoxybenzene boronic acid, and the molecular formula is C13H17BrO3, Product Details of C7H8BBrO3.

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

Wilson, Claire M. published the artcileEnantiospecific sp²-sp³ Coupling of ortho- and para-Phenols with Secondary and Tertiary Boronic Esters, COA of Formula: C7H8BBrO3, the publication is Angewandte Chemie, International Edition (2017), 56(51), 16318-16322, database is CAplus and MEDLINE.

The coupling of ortho- and para-phenols with secondary and tertiary boronic esters has been explored. In the case of para-substituted phenols, after reaction of a dilithio phenolate species with a boronic ester, treatment with Ph₃BiF₂ or Martin’s sulfurane gave the coupled product with complete enantiospecificity. The methodol. was applied to the synthesis of the broad spectrum antibacterial natural product (-)-4-(1,5-dimethylhex-4-enyl)-2-methylphenol. For ortho-substituted phenols, initial incorporation of a benzotriazole on the phenol oxygen atom was required. Subsequent ortho-lithiation and borylation gave the coupled product, again with complete stereospecificity.

Angewandte Chemie, International Edition published new progress about 89694-44-0. 89694-44-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is 2-Bromo-5-methoxybenzene boronic acid, and the molecular formula is C19H14N2, COA of Formula: C7H8BBrO3.

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

Lanzi, Matteo published the artcileCyclic Diaryl λ³-Bromanes as Original Aryne Precursors, Name: 2-Bromo-5-methoxybenzene boronic acid, the publication is Angewandte Chemie, International Edition (2021), 60(27), 14852-14857, database is CAplus and MEDLINE.

Despite the widespread application of hypervalent iodines, the corresponding λ³-bromanes are less explored. Herein the authors report a general, safe, and high-yielding strategy to access cyclic diaryl λ³-bromanes. These unique compounds feature reactivity that is appealing and complementary to that of λ³-iodanes, generating arynes under mild reaction conditions and in the presence of a weak base. Accordingly, formal meta-selective transition-metal-free C-O and C-N couplings may be achieved. Mechanistic studies unambiguously support the aryne generation mechanism.

Angewandte Chemie, International Edition published new progress about 89694-44-0. 89694-44-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is 2-Bromo-5-methoxybenzene boronic acid, and the molecular formula is C7H8BBrO3, Name: 2-Bromo-5-methoxybenzene boronic acid.

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