Category: 2725-82-8

Lin, Xia; Fang, Chengtao; Huang, Xiaolei; Xiao, Xiaohui published the artcile< 1,1,2-Tribromoethyl arenes: novel and highly efficient precursors for the synthesis of 1-bromoalkynes and α-bromoketones>, Computed Properties of 2725-82-8, the main research area is bromoalkyne bromoketone preparation; tribromoethyl arene preparation elimination reaction; ethylbenzene bromination.

Herein, a novel method to synthesize 1,1,2-tribromoethyl arenes, which can be easily transformed to 1-bromoalkynes via base-mediated elimination reaction is reported. The bromination reagent was in situ generated from the reaction of NaBr/NaBrO3/H2SO4, resulting in high reactivity, excellent chem. selectivity and outstanding functional group tolerance. Moreover, 1,1,2-tribromoethyl arenes encounter a selectivity switch to afford α-bromoketones under strong acidic conditions.

Organic Chemistry Frontiers published new progress about Alkynes, bromo Role: SPN (Synthetic Preparation), PREP (Preparation). 2725-82-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H9Br, Computed Properties of 2725-82-8.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Liu, Deyang; Zhang, Zelong; Yu, Jiang; Chen, Haihong; Lin, Xuan; Li, Ming; Wen, Lirong; Guo, Weisi published the artcile< Site-selective electrochemical thiocyanation of benzylic C-H bonds>, Safety of 1-Bromo-3-ethylbenzene, the main research area is alkylarene trimethylsilyl isothiocyanate electrochem regioselective thiocyanation; aralkyl thiocyanate preparation.

An electrochem. protocol for site-selective benzylic C(sp3)-H thiocyanation under mild reaction conditions was reported. The reaction demonstrated broad substrate scope and unique benzylic C-H site selectivity (2° > 3° > 1°) over the existing methods. Preliminary mechanistic studies indicated that the reaction probably underwent a radical-polar crossover process. This method was also successfully used for follow-up transformation and late-stage thiocyanation of bioactive mols.

Organic Chemistry Frontiers published new progress about Alkylarenes Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 2725-82-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H9Br, Safety of 1-Bromo-3-ethylbenzene.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Berger, Florian; Plutschack, Matthew B.; Riegger, Julian; Yu, Wanwan; Speicher, Samira; Ho, Matthew; Frank, Nils; Ritter, Tobias published the artcile< Site-selective and versatile aromatic C-H functionalization by thianthrenation>, Recommanded Product: 1-Bromo-3-ethylbenzene, the main research area is arene thianthrenium salt carbon hydrogen bond functionalization regioselective thianthrenation; functionalized arene preparation.

Direct C-H functionalization can quickly increase useful structural and functional mol. complexity. Site selectivity can sometimes be achieved through appropriate directing groups or substitution patterns-in the absence of such functionality, most aromatic C-H functionalization reactions provide more than one product isomer for most substrates. Development of a C-H functionalization reaction that proceeds with high positional selectivity and installs a functional group that can serve as a synthetic linchpin for further functionalization would provide access to a large variety of well-defined arene derivatives Here we report a highly selective aromatic C-H functionalization reaction that does not require a particular directing group or substitution pattern to achieve selectivity, and provides functionalized arenes that can participate in various transformations. We introduce a persistent sulfur-based radical to functionalize complex arenes with high selectivity and obtain thianthrenium salts, e.g., I that are ready to engage in different transformations, via both transition-metal and photoredox catalysis. This transformation differs fundamentally from all previous aromatic C-H functionalization reactions in that it provides direct access to a large number of derivatives of complex small mols., quickly generating functional diversity with selectivity that is not achievable by other methods.

Nature (London, United Kingdom) published new progress about Aromatic hydrocarbons Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 2725-82-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H9Br, Recommanded Product: 1-Bromo-3-ethylbenzene.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Liu, Lin; Guo, Kai-Xin; Tian, Yu; Yang, Chang-Jiang; Gu, Qiang-Shuai; Li, Zhong-Liang; Ye, Liu; Liu, Xin-Yuan published the artcile< Copper-Catalyzed Intermolecular Enantioselective Radical Oxidative C(sp3)-H/C(sp)-H Cross-Coupling with Rationally Designed Oxazoline-Derived N,N,P(O)-Ligands>, Quality Control of 2725-82-8, the main research area is cycloalkene alkyne copper catalyst regioselective enantioselective oxidative cross coupling; cycloalkenyl alkyne preparation; alkyne aryl alkene copper catalyst enantioselective oxidative cross coupling; aryl alkyne preparation regioselective; alkynylation; anionic N,N,P(O)-ligands; copper catalysis; oxidative cross-coupling; radical asymmetric chemistry.

Here, a copper-catalyzed asym. C(sp3)-C(sp) cross-coupling of (hetero)benzylic and (cyclic)allylic C-H bonds with terminal alkynes that occurs with high to excellent enantioselectivity was reported. Critical to the success is the rational design of chiral oxazoline-derived N,N,P(O)-ligands that not only tolerate the strong oxidative conditions which were requisite for intermol. hydrogen atom abstraction (HAA) processes but also induce the challenging enantiocontrol. Direct access to a range of synthetically useful chiral benzylic alkynes and 1,4-enynes, high site-selectivity among similar C(sp3)-H bonds, and facile synthesis of enantioenriched medicinally relevant compounds make this approach very attractive.

Angewandte Chemie, International Edition 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, Quality Control of 2725-82-8.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Yu, Han; Zhao, Qixin; Wei, Zheyu; Wu, Zhikang; Li, Qi; Han, Sheng; Wei, Yongge published the artcile< Iron-catalyzed oxidative functionalization of C(sp3)-H bonds under bromide-synergized mild conditions>, Application In Synthesis of 2725-82-8, the main research area is ketone preparation green chem; ethyl compound selective oxidation reaction iron catalyst.

An efficient oxidation and functionalization of C-H bonds with an inorganic-ligand supported iron catalyst and hydrogen peroxide to prepare the corresponding ketones, e.g., 9H-fluoren-9-one was achieved using the bromide ion as a promoter. Preliminary mechanistic investigations indicated that the bromide ion can bind to FeMo6 to form a supramol. species (FeMo6.2Br), which can effectively catalyze the reaction.

Chemical Communications (Cambridge, United Kingdom) published new progress about Alkanes Role: RCT (Reactant), RACT (Reactant or Reagent). 2725-82-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H9Br, Application In Synthesis of 2725-82-8.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Barber, E. Ryan; Hynds, Hannah M.; Stephens, Claudia P.; Lemons, Holli E.; Fredrickson, Emily T.; Wilger, Dale J. published the artcile< Nickel-Catalyzed Hydroarylation of Alkynes under Reductive Conditions with Aryl Bromides and Water>, SDS of cas: 2725-82-8, the main research area is nickel catalyzed hydroarylation alkyne aryl bromide; reductive cross coupling alkyne arylbromide water anti selectivity.

An operationally simple nickel-catalyzed hydroarylation reaction for alkynes is described. This three-component coupling reaction utilizes com. available alkynes and aryl bromides, along with water and Zn. An air-stable and easily synthesized Ni(II) precatalyst is the only entity used in the reaction that is not com. available. This reductive cross-coupling reaction displays a fairly unusual anti selectivity when aryl bromides with ortho substituents are used. In addition to optimization data and a preliminary substrate scope, complementary experiments including deuterium labeling studies are used to provide a tentative catalytic mechanism. We believe this report should inspire and inform other Ni-catalyzed carbofunctionalization reactions.

Journal of Organic Chemistry published new progress about Alkynes 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

Huan, Leitao; Shu, Xiaomin; Zu, Weisai; Zhong, De; Huo, Haohua published the artcile< Asymmetric benzylic C(sp3)-H acylation via dual nickel and photoredox catalysis>, Electric Literature of 2725-82-8, the main research area is alpha aryl ketone enantioselective preparation photochem; alkylarene carboxylic acid benzylic carbon hydrogen acylation nickel photocatalyst; photochem alpha aryl ester enantioselective preparation; phenyl chloroformate alkylarene coupling nickel photocatalyst.

An asym. benzylic C-H acylation of alkylarenes employing carboxylic acids as acyl surrogates for synthesis of α-aryl ketones I [R1 = Me, 2-thienyl, 2-naphthyl, etc.; R2 = Me, Et, CH2CH2OAc, etc.; Ar = 3-thienyl, 4-FC6H4, 1,1′-biphenyl, etc.] via nickel and photoredox dual catalysis was reported. This mild yet straightforward protocol transformed a diverse array of feedstock carboxylic acids and simple alkyl benzenes into highly valuable α-aryl ketones with high enantioselectivities. The utility of this method was showcased in gram-scale synthesis and late-stage modification of medicinally relevant mols. Mechanistic studies suggested a photocatalytically generated bromine radical could perform benzylic C-H cleavage to activate alkylarenes as nucleophilic coupling partners which could then engage in a nickel-catalyzed asym. acyl cross-coupling reaction. This bromine-radical-mediated C-H activation strategy could be also applied to enantioselective coupling of alkylarenes with chloroformate for synthesis of chiral α-aryl esters, e.g., II.

Nature Communications published new progress about Acylation catalysts (stereoselective). 2725-82-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H9Br, Electric Literature of 2725-82-8.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wang, Yingying; Li, Peihe; Wang, Jinghui; Liu, Zhifei; Wang, Yin; Lu, Ye; Liu, Ying; Duan, Limei; Li, Wanfei; Sarina, Sarina; Zhu, Huaiyong; Liu, Jinghai published the artcile< Visible-light photocatalytic selective oxidation of C(sp3)-H bonds by anion-cation dual-metal-site nanoscale localized carbon nitride>, SDS of cas: 2725-82-8, the main research area is iron phosphotungstate dual metal site fabricated carbon nitride photocatalyst; ketone preparation alkane alc selective oxidation photochem.

Here, a heterogeneous photocatalytic alkanes C-H bonds oxidation method under the irradiation of visible light (λ = 425 nm) at ambient temperature using an anion-cation dual-metal-site modulated carbon nitride was reported. The optimized cation (C) of Fe3+ or Ni2+, with an anion (A) of phosphotungstate (PW123-) constitutes the nanoscale dual-metal-site (DMS). With a Fe-PW12 dual-metal-site as a model, a A-C DMS nanoscale localized carbon nitride (A-C/g-C3N4) exhibiting a highly enhanced photocatalytic activity with a high product yield (86% conversion), selectivity (up to 99%), and a wide functional group tolerance (52 examples) was demonstrated. The carbon nitride performs the roles of both the visible light response, and improves the selectivity for the oxidation of C(sp3)-H bonds to carbonyl groups, along with the function of A-C DMS in promoting product yield. Mechanistic studies indicate that this reaction follows a radical pathway catalyzed by a photogenerated electron and hole on A-C/g-C3N4 that is mediated by the tBuO ̇and tBuOO ̇radicals. Notably, a 10 g scale reaction was successfully achieved for alkane photocatalytic oxidation to the corresponding product with a good yield (80% conversion), and high selectivity (95%) under natural sunlight at ambient temperature In addition, this A-C/g-C3N4 photocatalyst is highly robust and can be reused at least six times and the activity is maintained.

Catalysis Science & Technology published new progress about Alcohols 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

Liu, Xin; Geng, Haoxing; Zhu, Qing published the artcile< Visible light-mediated, high-efficiency oxidation of benzyl to acetophenone catalyzed by fluorescein>, Formula: C8H9Br, the main research area is ketone preparation green chem chemoselective; benzyl compound oxidation fluorescein catalyst.

An environmentally friendly aerobic oxidation of benzyl C(sp3)-H bonds to ketones, e.g., 1,2,3,4-tetrahydronaphthalen-1-one via selective oxidation catalysis was developed. Fluorescein is an efficient photocatalyst with excellent chem. selectivity. The reaction has a wide substrate scope, and a successful gram-scale experiment demonstrated its potential industrial utility.

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

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Xu, Peng; Zhao, Da; Berger, Florian; Hamad, Aboubakr; Rickmeier, Jens; Petzold, Roland; Kondratiuk, Mykhailo; Bohdan, Kostiantyn; Ritter, Tobias published the artcile< Site-Selective Late-Stage Aromatic [18F]Fluorination via Aryl Sulfonium Salts>, Synthetic Route of 2725-82-8, the main research area is aromatic fluorination aryl sulfonium salt; 18F labeling; C−H functionalization; fluorination; late-stage functionalization; radiochemistry.

Site-selective functionalization of C-H bonds in small complex mols. is a long-standing challenge in organic chem. Herein, the authors report a broadly applicable and site-selective aromatic C-H dibenzothiophenylation reaction. The conceptual advantage of this transformation is further demonstrated through the two-step C-H [18F]fluorination of a series of marketed small-mol. drugs.

Angewandte Chemie, International Edition published new progress about Arenesulfonium compounds Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 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