Category: 2725-82-8

Abazid, Ayham H.; Clamor, Nils; Nachtsheim, Boris J. published the artcile< An Enantioconvergent Benzylic Hydroxylation Using a Chiral Aryl Iodide in a Dual Activation Mode>, Synthetic Route of 2725-82-8, the main research area is alkylarene triazolylmethyl iodoanisole catalyst enantioselective hydroxylation; benzyl alc preparation.

The application of a triazole-substituted chiral iodoarene in a direct enantioselective hydroxylation of alkyl arenes was reported. This method allows the rapid synthesis of chiral benzyl alcs. in high yields and stereocontrol, despite its nontemplated nature. In a cascade activation consisting of an initial irradiation-induced radical C-H-bromination and a consecutive enantioconvergent hydroxylation, the iodoarene catalyst has a dual role. It initiates the radical bromination in its oxidized state through an in-situ-formed bromoiodane and in the second, Cu-catalyzed step, it acts as a chiral ligand. This work demonstrates the ability of a chiral aryl iodide catalyst acting both as an oxidant and as a chiral ligand in a highly enantioselective C-H-activating transformation. Furthermore, this concept presents an enantioconvergent hydroxylation with high selectivity using a synthetic catalyst.

ACS Catalysis published new progress about Alkylarenes Role: RCT (Reactant), RACT (Reactant or Reagent). 2725-82-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H9Br, Synthetic Route of 2725-82-8.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Betori, Rick C.; May, Catherine M.; Scheidt, Karl A. published the artcile< Combined Photoredox/Enzymatic C-H Benzylic Hydroxylations>, HPLC of Formula: 2725-82-8, the main research area is photoredox chemoenzymic benzylic hydroxylation; C−H oxidation; chemoenzymatic catalysis; chiral alcohols; ketoreductase; photoredox catalysis.

Chem. transformations that install heteroatoms into C-H bonds are of significant interest because they streamline the construction of value-added small mols. Direct C-H oxyfunctionalization, or the one step conversion of a C-H bond to a C-O bond, could be a highly enabling transformation due to the prevalence of the resulting enantioenriched alcs. in pharmaceuticals and natural products,. Here we report a single-flask photoredox/enzymic process for direct C-H hydroxylation that proceeds with broad reactivity, chemoselectivity and enantioselectivity. This unified strategy advances general photoredox and enzymic catalysis synergy and enables chemoenzymic processes for powerful and selective oxidative transformations.

Angewandte Chemie, International Edition published new progress about Biochemical reaction kinetics. 2725-82-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H9Br, HPLC of Formula: 2725-82-8.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Espinal-Viguri, Maialen; Neale, Samuel E.; Coles, Nathan T.; Macgregor, Stuart A.; Webster, Ruth L. published the artcile< Room Temperature Iron-Catalyzed Transfer Hydrogenation and Regioselective Deuteration of Carbon-Carbon Double Bonds>, Category: bromides-buliding-blocks, the main research area is iron catalyzed transfer hydrogenation regioselective deuteration alkene; terminal alkyne partial complete hydrogenation; amino alkene alkyne hydrogenation; amine borane transfer hydrogenation.

An iron catalyst has been developed for the transfer hydrogenation of carbon-carbon multiple bonds. Using a well-defined β-diketiminate iron(II) precatalyst, a sacrificial amine and a borane, even simple, unactivated alkenes such as 1-hexene undergo hydrogenation within 1 h at room temperature Tuning the reagent stoichiometry allows for semi- and complete hydrogenation of terminal alkynes. It is also possible to hydrogenate aminoalkenes and aminoalkynes without poisoning the catalyst through competitive amine ligation. Furthermore, by exploiting the sep. protic and hydridic nature of the reagents, it is possible to regioselectively prepare monoisotopically labeled products. DFT calculations define a mechanism for the transfer hydrogenation of propene with nBuNH2 and HBpin that involves the initial formation of an iron(II)-hydride active species, 1,2-insertion of propene, and rate-limiting protonolysis of the resultant alkyl by the amine N-H bond. This mechanism is fully consistent with the selective deuteration studies, although the calculations also highlight alkene hydroboration and amine-borane dehydrocoupling as competitive processes. This was resolved by reassessing the nature of the active transfer hydrogenation agent: exptl., a gel is observed in catalysis, and calculations suggest this can be formulated as an oligomeric species comprising H-bonded amine-borane adducts. Gel formation serves to reduce the effective concentrations of free HBpin and nBuNH2 and so disfavors both hydroboration and dehydrocoupling while allowing alkene migratory insertion (and hence transfer hydrogenation) to dominate.

Journal of the American Chemical Society published new progress about Agostic bond (Fe-H, in theor. mechanistic study). 2725-82-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H9Br, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhou, Haipin; Liu, Yanpeng; Xia, Haidong; Xu, Jinyi; Wang, Tingfang; Xu, Shengtao published the artcile< Direct Transformation of Alkylarenes into N-(Pyridine-2-yl)amides by C(sp3)-C(sp3) Bond Cleavage>, Quality Control of 2725-82-8, the main research area is pyridineylamide preparation alkylarene transformation carbon bond cleavage.

C(sp3)-H bond functionalization and C(sp3)-C(sp3) bond cleavage are very challenging transformations in chem. Herein, the authors report a mild and green methodol. for the construction of N-(pyridine-2-yl)amides via tandem C(sp3)-H activation/C-C bond cleavage of alkylarenes. Various N-heterocyclic amides were directly synthesized from alkylarenes in water in moderate to good yields.

European Journal of Organic Chemistry published new progress about Alkylarenes Role: RCT (Reactant), RACT (Reactant or Reagent). 2725-82-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H9Br, Quality Control of 2725-82-8.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Xu, Pin; Fan, Wenzheng; Chen, Pinhong; Liu, Guosheng published the artcile< Enantioselective Radical Trifluoromethylation of Benzylic C-H Bonds via Cooperative Photoredox and Copper Catalysis>, Quality Control of 2725-82-8, the main research area is benzylic trifluoromethyl preparation enantioselective; alkyl arene trifluoromethylation photoredox copper catalyst.

The first enantioselective radical trifluoromethylation of benzylic C-H bonds has been established by a cooperative photoredox and copper catalysis system, providing straightforward access to structurally diverse benzylic trifluoromethylation products RCH(CF3)CH2R1 [R = Ph, 2-phenyl-1,3-benzothiazol-6-yl, 4-cyclopropylphenyl, etc.; R1 = H, n-Pr, 2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)ethyl, 2-chloroethyl, etc.] in good yields with excellent enantioselectivities under mild conditions. A broad substrate scope and excellent functional group compatibility were reported. Merging the cooperative photoredox catalysis with copper catalysis is essential for the reaction, where the photoredox catalysis is used for the generation of benzylic radicals from alkyl arenes alkyl arenes RCH2CH2R1 through a hydrogen atom transfer process and the copper catalysis is used for the enantioselective trifluoromethylation of the benzylic radicals.

Journal of the American Chemical Society published new progress about Alkylarenes Role: RCT (Reactant), RACT (Reactant or Reagent). 2725-82-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H9Br, Quality Control of 2725-82-8.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhu, Xianjin; Liu, Yong; Liu, Can; Yang, Haijun; Fu, Hua published the artcile< Light and oxygen-enabled sodium trifluoromethanesulfinate-mediated selective oxidation of C-H bonds>, Application of C8H9Br, the main research area is aromatic ketone green preparation; alkyl arene selective oxidation light oxygen sodium trifluoromethanesulfinate mediated; carboxylic acid green preparation; methyl arene selective oxidation light oxygen sodium trifluoromethanesulfinate mediated; aldehyde selective oxidation light oxygen sodium trifluoromethanesulfinate mediated.

Here, for the first time, a novel strategy, light and oxygen-enabled sodium trifluoromethanesulfinate-mediated selective oxidation of C-H bonds, allowing high-value-added aromatic ketones and carboxylic acids to be easily prepared in high-to-excellent yields using readily available alkyl arenes, Me arenes and aldehydes as materials was reported. The mechanistic investigations showed that the treatment of inexpensive and readily available sodium trifluoromethanesulfinate with oxygen under irradiation of light could in situ form a pentacoordinate sulfide intermediate as an efficient photosensitizer. The method represented a highly efficient, economical and environmentally friendly strategy and the light and oxygen-enabled sodium trifluoromethanesulfinate photocatalytic system represents a breakthrough in photochem.

Green Chemistry published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 2725-82-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H9Br, Application of C8H9Br.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhou, Jimei; Jia, Minxian; Song, Menghui; Huang, Zhiliang; Steiner, Alexander; An, Qidong; Ma, Jianwei; Guo, Zhiyin; Zhang, Qianqian; Sun, Huaming; Robertson, Craig; Bacsa, John; Xiao, Jianliang; Li, Chaoqun published the artcile< Chemoselective Oxyfunctionalization of Functionalized Benzylic Compounds with a Manganese Catalyst>, Reference of 2725-82-8, the main research area is aryl ketone preparation chemoselective green chem; heterocyclic preparation chemoselective green chem; aromatic hydrocarbon oxidation manganese catalyst; Benzylic Oxidation; Cyclic Imines; Ketones; Manganese Catalysts; Selective Oxidation.

Reported in this study is a new non-heme Mn catalyst stabilized by a bipiperidine-based tetradentate ligand, which enables methylene oxidation of benzylic compounds RCH2(CH2)nCH2R1 (R = Ph, 4-chlorophenyl, 2-bromophenyl, etc.; R1 = COOH, Me, Et, etc.) by H2O2, showing high activity and excellent chemoselectivity under mild conditions. The protocol tolerates an unprecedentedly wide range of functional groups, including carboxylic acid and derivatives, ketone, cyano, azide, acetate, sulfonate, alkyne, amino acid, and amine units, thus providing a low-cost, more sustainable and robust pathway for the facile synthesis of ketones RC(O)(CH2)nCH2R1, increase of complexity of organic mols., and late-stage modification of drugs.

Angewandte Chemie, International Edition published new progress about Aromatic hydrocarbons Role: RCT (Reactant), RACT (Reactant or Reagent). 2725-82-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H9Br, Reference of 2725-82-8.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Li, Peihe; Wang, Yingying; Wang, Xia; Wang, Yin; Liu, Ying; Huang, Keke; Hu, Jing; Duan, Limei; Hu, Changwen; Liu, Jinghai published the artcile< Selective Oxidation of Benzylic C-H Bonds Catalyzed by Cu(II)/{PMo12}>, Name: 1-Bromo-3-ethylbenzene, the main research area is selective oxidation benzylic carbon hydrogen bond copper polyoxometalate catalyst; ketone preparation selective oxidation benzylic carbon hydrogen mechanism.

Precise catalytic regulation of carbon radical generation by a highly active oxygen radical to abstract the H atom in a C-H bond is an effective method for the selective activation of C-H synthetic chem. Herein, we report a facile catalyst system with com. available copper(II)/{PMo12} to form a tert-butanol radical intermediate for the selective oxidation of benzylic C-H bonds. The reaction shows a broad range of substrates (benzyl methylene, benzyl alcs.) with good functional group tolerance and chem. selectivity. The corresponding carbonyl compounds were synthesized with good yields under mild conditions. DFT calculations and exptl. anal. further demonstrated a reasonable carbon radical mechanism for this type of organic transformation reaction.

Journal of Organic Chemistry published new progress about Aralkyl alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 2725-82-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H9Br, Name: 1-Bromo-3-ethylbenzene.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Xue, Gaijun; Xie, Fukai; Liang, Hongliang; Chen, Guoliang; Dai, Wen published the artcile< Copper-Catalyzed Oxidative C-C Bond Cleavage of Alkyl-(Hetero)arenes Enabling Direct Access to Nitriles>, SDS of cas: 2725-82-8, the main research area is aryl nitrile preparation copper catalyst; alkyl hetero arene oxidative carbon bond cleavage cyanation.

The cleavage and functionalization of C-C bonds has emerged as a powerful tool for discovery of new transformations. Herein, authors report a protocol that enables direct synthesis of nitriles via copper-catalyzed oxidative cleavage and cyanation of C-C bonds in a wide variety of multicarbon alkyl-substituted (hetero)arenes. Detailed mechanistic studies reveal that a tandem oxidative process is involved in this transformation.

Organic Letters published new progress about Aromatic compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 2725-82-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H9Br, SDS of cas: 2725-82-8.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Inoa, Joan; Patel, Mansi; Dominici, Grecia; Eldabagh, Reem; Patel, Anjali; Lee, John; Xing, Yalan published the artcile< Benzylic Hydroperoxidation via Visible-light Induced Csp3-H activation>, Synthetic Route of 2725-82-8, the main research area is benzylic hydroperoxidn carbon hydrogen activation catalyst.

A highly efficient benzylic hydroperoxidn. e.g., C6H5CH2CH2C6H5 has been realized through a visible-light induced Csp3-H activation. It believe that this reaction undergoes a direct HAT mechanism catalyzed by eosin Y. This approach features the use of a metal-free catalyst (Eosin Y), an energy-economical light source (blue LED), and a sustainable oxidant (mol. oxygen). A variety of benzylic hydroperoxides e.g., C6H5CH(OOH)CH2C6H5 and several endoperoxides e.g., 4-NO2C6H4CH(CH3)OOC(O)CH3 was successfully prepared with good yields and excellent functional group compatibility.

Journal of Organic Chemistry published new progress about Alkylarenes Role: RCT (Reactant), RACT (Reactant or Reagent). 2725-82-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H9Br, Synthetic Route of 2725-82-8.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary