Category: 89694-44-0

Mistico, Laetitia published the artcileAccess to Silylated Pyrazole Derivatives by Palladium-Catalyzed C-H Activation of a TMS group, Formula: C7H8BBrO3, the publication is Chemistry – A European Journal (2016), 22(28), 9687-9692, database is CAplus and MEDLINE.

A simple and efficient approach to new silylated heterocycles of potential interest in medicinal chem. is presented. A set of bromophenyl trimethylsilyl pyrazole intermediates can be transformed by direct organometallic routes into two families of regioisomeric iodoaryl substrates; using either arylzinc or aryllithium chem., the TMS group remains on the pyrazole ring or translocates to the aryl moiety. These two families can then be efficiently transformed into benzo silino pyrazoles thanks to a single-step cyclization relying on the Pd-catalyzed activation of a nonactivated C(sp³)-H bond alpha to a Si atom. The exptl. conditions used, which are fully compatible with the pyrazole ring, suggest that this reaction evolves through a concerted metalation-deprotonation (CMD) mechanism.

Chemistry – A European Journal 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, Formula: C7H8BBrO3.

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

Fan, Xiaozhong published the artcileEnantioselective Atropisomeric Anilides Synthesis via Cu-Catalyzed Intramolecular Adjacent C-N Coupling, Safety of 2-Bromo-5-methoxybenzene boronic acid, the publication is ACS Catalysis (2019), 9(3), 2286-2291, database is CAplus.

Catalytically asym. synthesis of atropisomeric compounds is an important research area in organic synthesis. However, in comparison with C-C atropisomers, the atropisomers caused by the restricted rotation of C-N single bonds have been given less attention because of the limited methods for accessing these compounds Herein we report a Cu-catalyzed enantioselective intramol. Ullmann-type amination reaction for the synthesis of C-N atropisomers. The C-N axial chirality was induced highly efficiently by the intramol. adjacent C-N cross-coupling. The readily prepared N,N’-(cyclohexane-1,2-diyl)dipicolinamides showed high efficacy and stereoinduction (up to 99% ee).

ACS 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, Safety of 2-Bromo-5-methoxybenzene boronic acid.

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

Taniguchi, Tsuyoshi published the artcileFormal Total Synthesis of Haouamine A, Synthetic Route of 89694-44-0, the publication is Journal of Organic Chemistry (2009), 74(6), 2624-2626, database is CAplus and MEDLINE.

A synthesis of the indenotetrahydropyridine unit I of haouamine A is described. The construction of a diaryl quaternary center and tricyclic framework of this compound was achieved by an intramol. cascade Mizoroki-Heck reaction.

Journal of Organic 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 C15H21BO2, Synthetic Route of 89694-44-0.

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

Morimoto, Tsumoru published the artcileRh(I)-Catalyzed CO Gas-Free Carbonylative Cyclization Reactions of Alkynes with 2-Bromophenylboronic Acids Using Formaldehyde, Synthetic Route of 89694-44-0, the publication is Organic Letters (2009), 11(8), 1777-1780, database is CAplus and MEDLINE.

The rhodium(I)-catalyzed reaction of alkynes with 2-bromophenylboronic acids in the presence of paraformaldehyde resulted in a CO gas-free carbonylative cyclization, yielding indenone derivatives [RhCl(BINAP)]₂ and [RhCl(cod)]₂ were responsible for the decarbonylation of formaldehyde and the subsequent carbonylation of alkynes with 2-haloboronic acids, resp., leading to efficient whole carbonylation. Sterically bulky and electron-withdrawing groups on unsym. substituted alkynes favored the α-position of indenones.

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

Serra, Jordi published the artcileOxidant-Free Au(I)-Catalyzed Halide Exchange and C_sp2-O Bond Forming Reactions, COA of Formula: C7H8BBrO3, the publication is Journal of the American Chemical Society (2015), 137(41), 13389-13397, database is CAplus and MEDLINE.

Au has been demonstrated to mediate a number of organic transformations through the utilization of its π Lewis acid character, Au(I)/Au(III) redox properties or a combination of both. As a result of the high oxidation potential of the Au(I)/Au(III) couple, redox catalysis involving Au typically requires the use of a strong external oxidant. This study demonstrates unusual external oxidant-free Au(I)-catalyzed halide exchange (including fluorination) and C_sp2-O bond formation reactions utilizing a model aryl halide macrocyclic substrate. Addnl., the halide exchange and C_sp2-O coupling reactivity could also be extrapolated to substrates bearing a single chelating group, providing further insight into the reaction mechanism. This work provides the first examples of external oxidant-free Au(I)-catalyzed carbon-heteroatom cross-coupling reactions.

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 C14H10N2O, COA of Formula: C7H8BBrO3.

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

Bao, Yinwei published the artcilePalladium-catalyzed tandem cyclization of fluorinated imidoyl chlorides with 2-bromophenylboronic acid: synthesis of 6-fluoroalkyl-phenanthridines, Synthetic Route of 89694-44-0, the publication is Tetrahedron (2019), 75(10), 1450-1456, database is CAplus.

An efficient method was developed to synthesize 6-fluoroalkyl-phenanthridines I [R = CF₃, C₂F₅, CF₂Cl; R¹ = H, 8-MeO, 8-CF₃; R² = H, 2-F, 4-Cl, etc.] via the palladium-catalyzed tandem cyclization of fluorinated imidoyl chlorides with 2-bromophenylboronic acid. This methodol. facilitated the rapid synthesis of 6-fluoroalkyl-phenanthridines I through dual C-C bond formation in an oxidant-free one-pot manner.

Tetrahedron 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

Yang, Peng published the artcileEnantioselective Dearomative [3 + 2] Umpolung Annulation of N-Heteroarenes with Alkynes, Category: bromides-buliding-blocks, the publication is Journal of the American Chemical Society (2022), 144(3), 1087-1093, database is CAplus and MEDLINE.

Enantioselective [3 + 2] annulation of N-heteroarenes such as 2-(2-bromophenyl)quinoline with alkynes R¹CCR² [R¹ = Me, Ph, benzyloxymethyl, (thiophen-2-ylmethoxy)methyl, etc.; R² = Me, Ph, benzyloxymethyl, (thiophen-2-ylmethoxy)methyl, etc.] has been developed via a cobalt-catalyzed dearomative umpolung strategy in the presence of chiral ligand e.g., [(2R,3R)-3-(diphenylphosphanyl)butan-2-yl]diphenylphosphane and reducing reagent. A variety of electron-deficient N-heteroarenes e.g., 2-(2-bromophenyl)quinoline and internal or terminal alkynes are employed in this reaction, showing a broad substrate scope and good functionality tolerance. Annulation of electron-rich indoles I (R = H, 5-Cl) with alkynes is also developed. This protocol provides a straightforward access to a variety of N-spiroheterocyclic mols. such as II and in excellent enantioselectivities (76 examples, up to 99% ee).

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 C3H12Cl2N2, Category: bromides-buliding-blocks.

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

Ruan, Zhuwei published the artcileTotal Synthesis of (+)-Hinckdentine A: Harnessing Noncovalent Interactions for Organocatalytic Bromination, Recommanded Product: 2-Bromo-5-methoxybenzene boronic acid, the publication is JACS Au (2022), 2(4), 793-800, database is CAplus and MEDLINE.

Synthesis of hinckdentine A, a marine-sponge-derived tribrominated indole alkaloid bearing a unique indolo[1,2-c]quinazoline skeleton, was completed in 12 steps featuring the construction of the α-quaternary carbon center by asym. azo-ene cyclization. A novel organocatalyst, e.g., 1-(3,5-bis-trifluoromethyl-phenyl)-3-[2-(diphenyl-phosphinothioyl)-phenyl]-thiourea was developed to promote high-yielding tribromination, which represents a challenging process encountered in previous syntheses. D. functional theory calculations scrutinized viable substrates and deciphered the origin of the enhancement of C8 electrophilic bromination with a bifunctional organocatalyst. Moreover, the application of organocatalyst-enabled bromination on various substrates such as 1H-indazole, 1-isothiocyanato-2,4-dimethoxybenzene, (2H-1,3-benzodioxol-5-yl)methanol, etc. was demonstrated to highlight future late functionalizations of biol. intriguing targets.

JACS Au 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, Recommanded Product: 2-Bromo-5-methoxybenzene boronic acid.

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

Matsuzawa, Tsubasa published the artcileSynthesis of Diverse o-Arylthio-Substituted Diaryl Ethers by Direct Oxythiolation of Arynes with Diaryl Sulfoxides Involving Migratory O-Arylation, Category: bromides-buliding-blocks, the publication is Organic Letters (2017), 19(20), 5521-5524, database is CAplus and MEDLINE.

A diverse range of o-arylthio-substituted diaryl ethers has been synthesized by direct oxythiolation of arynes with diaryl sulfoxides that involves the formation of the C-O and C-S bonds followed by migratory O-arylation.

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, Category: bromides-buliding-blocks.

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

Matsuzawa, Tsubasa published the artcileSynthesis of diverse phenothiazines by direct thioamination of arynes with S-(o-bromoaryl)-S-methylsulfilimines and subsequent intramolecular Buchwald-Hartwig amination, Recommanded Product: 2-Bromo-5-methoxybenzene boronic acid, the publication is Chemistry Letters (2018), 47(7), 825-828, database is CAplus.

A facile method for the synthesis of diverse phenothiazines was achieved by direct thioamination of aryne intermediates with S-(o-bromoaryl)-S-methylsulfilimines and subsequent intramol. Buchwald-Hartwig amination. Since various sulfilimines were prepared easily by odorless copper-catalyzed ipso-thiolation of readily available o-bromoarylboronic acids followed by imination and hydrolysis, this approach enabled the synthesis of a wide variety of multisubstituted phenothiazines.

Chemistry 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, Recommanded Product: 2-Bromo-5-methoxybenzene boronic acid.

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