Month: December 2022

Wu, Shaoxiang published the artcileA highly diastereoselective and enantioselective phase-transfer catalyzed epoxidation of β-trifluoromethyl-β,β-disubstituted enones with H₂O₂, Related Products of bromides-buliding-blocks, the publication is Iranian Journal of Chemistry & Chemical Engineering (2015), 34(4), 13-38, database is CAplus.

An efficient epoxidation of β-CF₃-β,β-disubstituted unsaturated ketones was developed with environmental benign hydrogen peroxide as the oxidant and F₅-substituted chiral quaternary ammonium salt derived from cinchona-alkaloid as the catalyst. Using 3 mol% of the catalyst, both enantiomers of (R,R) and (S,S) β-trifluoromethyl-α,β-epoxy ketones were obtained in excellent diastereoselectivities (up to 100:1 d.r.) and enantioselectivities (up to 99.7% ee). The effects of catalyst structure, catalyst loading, substrate structure, the nature of oxidant, and reaction conditions on the catalyst capacities were discussed in full length. The reaction mechanism was proposed to explain the origin of chiral induction. By subsequent reduction with zinc the epoxides were exhibited to be converted into trifluoromethylated quaternary alcs. without any loss in enantioselectivities. All new compounds were fully characterized by IR, NMR, elemental anal. and or high resolution mass spectrum.

Iranian Journal of Chemistry & Chemical Engineering published new progress about 76283-09-5. 76283-09-5 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzyl bromide,Benzene, name is 4-Bromo-1-(bromomethyl)-2-fluorobenzene, and the molecular formula is C10H10CoF6P, Related Products of bromides-buliding-blocks.

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

Li, Zexian published the artcileRadical Addition Enables 1,2-Aryl Migration from a Vinyl-Substituted All-Carbon Quaternary Center, Recommanded Product: Ethylbromofluoroacetate, the publication is Angewandte Chemie, International Edition (2021), 60(1), 186-190, database is CAplus and MEDLINE.

An efficient method for photocatalytic perfluoroalkylation of vinyl-substituted all-carbon quaternary centers involving 1,2-aryl migration was developed. The rearrangement reactions use fac-Ir(ppy)₃, visible light and com. available fluoroalkyl halides and can generate valuable multisubstituted perfluoroalkylated compounds in a single step that would be challenging to prepare by other methods. Mechanistically, the photoinduced alkyl radical addition to an alkene leads to the migration of a vicinal aryl substituent from its adjacent all-carbon quaternary center with the concomitant generation of a C-radical bearing two electron-withdrawing groups that is further reduced by a hydrogen donor to complete the domino sequence.

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.

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

Li, Kejie published the artcileFull-spectrum fluoromethyl sulfonation via modularized multicomponent coupling, Recommanded Product: Ethylbromofluoroacetate, the publication is CCS Chemistry (2022), 4(5), 1526-1534, database is CAplus.

Modular free-assembly construction of mono-, di-, and tri-fluoromethyl sulfones was comprehensively achieved by a combination of halides, a sulfur dioxide surrogate, and halofluorocarbons. The industrial raw material thiourea dioxide served as the sulfur dioxide source, combined with readily available fluorocarbon sources such as 2-bromo-2-fluoroacetate and chlorodifluoromethane employed as fluoromethyl reagents. Notably, four Me sulfone-containing pharmaceuticals were modified into three types of fluoromethyl sulfones, displaying their great potential for drug discovery via the current strategy. Mechanistic studies further demonstrated that C-F···H-N interactions between thiourea dioxide and halofluorocarbons play a key role in stabilizing monofluoromethyl electrophiles and difluorocarbene species.

CCS 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, Recommanded Product: Ethylbromofluoroacetate.

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

Zhang, Huihui published the artcileHeterocyclization reagents for rapid assembly of N-fused heteroaromatic compounds from alkenes, Product Details of C4H6BrFO2, the publication is Angewandte Chemie, International Edition (2021), 60(7), 3714-3719, database is CAplus and MEDLINE.

N-Fused heterocycles are of particular use and upmost importance in multiple fields. Herein, we disclose a conceptually new approach for the rapid assembly of N-fused heteroaromatic compounds from alkenes. A portfolio of strategically designed heterocyclization reagents are readily prepared for the cascade reaction. A plethora of N-fused heteroaromatic compounds including seven types of heterocyclic core are furnished. The protocol features a broad functional-group compatibility and high product diversity, and provides a practical tool for late-stage heteroaryl compound elaboration.

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 C6H13BO3, Product Details of C4H6BrFO2.

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

Zheng, Jian published the artcileDifluorocarbene-Derived Trifluoromethylthiolation and [¹⁸F]Trifluoromethylthiolation of Aliphatic Electrophiles, Name: (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane, the publication is Angewandte Chemie, International Edition (2015), 54(45), 13236-13240, database is CAplus and MEDLINE.

The first trifluoromethylthiolation and [¹⁸F]trifluoromethylthiolation of alkyl electrophiles with in situ generated difluorocarbene in the presence of elemental sulfur and external (radioactive) fluoride ion is described. This transition-metal-free approach is high yielding, compatible with a variety of functional groups, and operated under mild reaction conditions. The conceptual advantage of this exogenous-fluoride-mediated transformation enables unprecedented syntheses of [¹⁸F]CF₃S-labeled mols. from most commonly used [¹⁸F]fluoride ions. The rapid radiochem. reaction time (≤1 min) and high functional-group tolerance allow access to a variety of aliphatic [¹⁸F]CF₃S compounds in high yields.

Angewandte Chemie, International Edition published new progress about 21101-63-3. 21101-63-3 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,sulfides,Benzyl bromide,Benzene, name is (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane, and the molecular formula is C10H10O2, Name: (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane.

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

Gorsline, Bradley J. published the artcileC-H Alkenylation of Heteroarenes: Mechanism, Rate, and Selectivity Changes Enabled by Thioether Ligands, SDS of cas: 55788-44-8, the publication is Journal of the American Chemical Society (2017), 139(28), 9605-9614, database is CAplus and MEDLINE.

Thioether ancillary ligands have been identified that can greatly accelerate the C-H alkenylation of O-, S-, and N-heteroarenes. Kinetic data suggest thioether-Pd-catalyzed reactions can be as much as 800× faster than classic ligandless systems. Furthermore, mechanistic studies revealed C-H bond cleavage as the turnover-limiting step, and that rate acceleration upon thioether coordination is correlated to a change from a neutral to a cationic pathway for this key step. The formation of a cationic, low-coordinate catalytic intermediate in these reactions may also account for unusual catalyst-controlled site selectivity wherein C-H alkenylation of five-atom heteroarenes can occur under electronic control with thioether ligands even when this necessarily involves reaction at a more hindered C-H bond. The thioether effect also enables short reaction times under mild conditions for many O-, S-, and N-heteroarenes (55 examples), including examples of late-stage drug derivatization.

Journal of the American Chemical Society published new progress about 55788-44-8. 55788-44-8 belongs to bromides-buliding-blocks, auxiliary class Bromide,Salt,Aliphatic hydrocarbon chain,Aliphatic hydrocarbon chain, name is Sodium 3-bromopropane-1-sulfonate, and the molecular formula is C3H6BrNaO3S, SDS of cas: 55788-44-8.

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

Ding, Siyi published the artcileNNB-type tridentate boryl ligands enabling a highly active iridium catalyst for C-H borylation, Application In Synthesis of 401797-04-4, the publication is Molecules (2019), 24(7), 1434, database is CAplus and MEDLINE.

Boryl ligands play a very important role in catalysis because of their very high electron-donating property. NNB-type boryl anions were designed as tridentate ligands to promote aryl C-H borylation. In combination with [IrCl(COD)]₂, they generate a highly active catalyst for a broad range of (hetero)arene substrates, including highly electron-rich and/or sterically hindered ones. This work provides a new NNB-type tridentate boryl ligand to support homogeneous organometallic catalysis.

Molecules published new progress about 401797-04-4. 401797-04-4 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzene,Ether,Boronate Esters,Boronic acid and ester, name is 2-(3-Bromo-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C13H18BBrO3, Application In Synthesis of 401797-04-4.

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

Ding, Siyi published the artcileNNB-type tridentate boryl ligands enabling a highly active iridium catalyst for C-H borylation, Quality Control of 1075719-78-6, the publication is Molecules (2019), 24(7), 1434, database is CAplus and MEDLINE.

Boryl ligands play a very important role in catalysis because of their very high electron-donating property. NNB-type boryl anions were designed as tridentate ligands to promote aryl C-H borylation. In combination with [IrCl(COD)]₂, they generate a highly active catalyst for a broad range of (hetero)arene substrates, including highly electron-rich and/or sterically hindered ones. This work provides a new NNB-type tridentate boryl ligand to support homogeneous organometallic catalysis.

Molecules published new progress about 1075719-78-6. 1075719-78-6 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzene,Boronate Esters,Boronic Acids,Boronic acid and ester, name is 2-(3,4-Dibromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C12H15BBr2O2, Quality Control of 1075719-78-6.

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

Ng, Man-Kit published the artcilePhotorefractive Effects and Structure/Property Correlation of Oligothiophenes Functionalized with Nonlinear Optical Chromophores, Safety of 2-Bromo-3-(2-ethylhexyl)thiophene, the publication is Chemistry of Materials (2000), 12(10), 2988-2995, database is CAplus.

A homologous series of fully functionalized regioregular oligo(3-alkylthiophenes) 10-12 bearing a nonlinear optical (NLO) chromophore was synthesized. An alternating sequence of bromination and Stille cross-coupling reactions was developed for the synthesis of these oligomers and regiochem. pure, trimethylsilyl-substituted bithiophene organostannane 2c was utilized as the building block. The resulting materials were shown to form stable amorphous films exhibiting a large photorefractive (PR) effect. Two-beam coupling and degenerate four-wave mixing experiments demonstrate large optical net gain and high diffraction efficiency. The PR performance of these oligomers depends on the π-conjugation chain length with an optimized conjugation length.

Chemistry of Materials published new progress about 303734-52-3. 303734-52-3 belongs to bromides-buliding-blocks, auxiliary class Thiophene,Bromide, name is 2-Bromo-3-(2-ethylhexyl)thiophene, and the molecular formula is C12H19BrS, Safety of 2-Bromo-3-(2-ethylhexyl)thiophene.

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