Fu, Yiwei’s team published research in Organic & Biomolecular Chemistry in 2022 | 3959-07-7

Organic & Biomolecular Chemistry published new progress about [4+2] Cycloaddition reaction. 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, SDS of cas: 3959-07-7.

Fu, Yiwei; Shi, Haoyu; Lei, Shengshu; Shi, Lei; Li, Hao published the artcile< Cu catalyzed [4 + 2] cycloaddition for the synthesis of highly substituted 3-fluoropyridines>, SDS of cas: 3959-07-7, the main research area is fluoro aryl nicotinoyl preparation; trifluoro aryl ethanimine acryloyloxazolidinone cycloaddition aromatization catalyst copper; propenoylimidazolidinone trifluoro aryl ethanimine cycloaddition aromatization catalyst copper.

A copper catalyzed annulation-aromatization of benzyl trifluoromethyl ketimines with 3-acryloyloxazolidin-2-ones for the synthesis of 3-fluoropyridines I [R = H, 3-Cl, 3-Me, etc.; R1 = H, 4-Cl, 4-MeO, etc.; R2 = 2-oxopyrrolidin-1-yl, 2-oxooxazolidin-3-yl, 2-oxo-3-phenyl-imidazolidin-1-yl, etc.] through double C-F bond cleavages had been developed. In this approach, the annulation occurred between the in situ formed dienes from trifluoromethyl ketimines via the first C-F bond cleavage and 3-acryloyloxazolidin-2-ones. Then the aromatization afforded 3-fluoropyridines I in moderate yields through the second C-F bond cleavage. The 3-fluoropyridine products I [R = R1 = H; R2 = 2-oxooxazolidin-3-yl] could be further hydrolyzed to multi-substituted 3-pyridinecarboxylic acids.

Organic & Biomolecular Chemistry published new progress about [4+2] Cycloaddition reaction. 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, SDS of cas: 3959-07-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Xia, Mengxin’s team published research in Asian Journal of Organic Chemistry in 2022-09-30 | 3959-07-7

Asian Journal of Organic Chemistry published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Product Details of C7H8BrN.

Xia, Mengxin; Moussa, Ziad; Judeh, Zaher M. A. published the artcile< Acetic Acid-Catalyzed Selective Synthesis of N-Substituted 2-Amino-3-Cyanopyrroles via a Three-Component Reaction Between Carbohydrates, Primary Amines and Malononitrile>, Product Details of C7H8BrN, the main research area is carbohydrate amine malononitrile acetic acid catalyst cascade cyclization; acetoxyaminocyanopyrrole preparation.

Direct conversion of unprotected carbohydrates to N-heterocycles was challenging and highly desirable. A simple three-component synthesis of N-substituted 2-amino-3-cyanopyrrole key framework was developed from the reaction between unprotected carbohydrates, malononitrile and primary amines. The reaction proceeded under mild reaction conditions (AcOH catalyst, EtOH, 60 °C, 2 h), tolerated a wide substrate scope, worked smoothly on a 4 g scale and gave the pyrroles in up to 86% yield. The pyrroles were also converted into functional intermediates to demonstrated their versatility. NMR and LC-MS experiments supported a proposed cascade reaction mechanism. The approach demonstrated a robust upcycling process for the challenging synthesis of highly functionalized N-heterocyclic compounds from unprotected carbohydrates.

Asian Journal of Organic Chemistry published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Product Details of C7H8BrN.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Xu, Biping’s team published research in Angewandte Chemie, International Edition in 2022-07-25 | 3959-07-7

Angewandte Chemie, International Edition published new progress about Aralkyl amines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Application of C7H8BrN.

Xu, Biping; Su, Weiping published the artcile< A Tandem Dehydrogenation-Driven Cross-Coupling between Cyclohexanones and Primary Amines for Construction of Benzoxazoles>, Application of C7H8BrN, the main research area is substituted benzoxazole tandem dehydrogenation driven cross coupling; cyclohexanone primary amine; Aromatization; Heterocycles; Radical; Reaction Mechanisms; Synthetic Methods.

Herein, authors report a transition metal-free, operationally simple, general method for straightforward syntheses of 2-substituted benzoxazoles from readily available cyclohexanones and aliphatic primary amines by an imine α-oxygenation-initiated cascade reaction sequence. The key to achieving high selectivity and excellent functional-group tolerance is the use of TEMPO as a mild oxidant that selectively oxidizes the reaction intermediates through its multiple reactivity modes, thus facilitating the individual steps to proceed in succession. More than 70 substrate combinations are disclosed, demonstrating the reliability of this protocol to synthesize structurally diverse products, including marketed drugs, drug candidate, and natural products that are unattainable by the existing methods.

Angewandte Chemie, International Edition published new progress about Aralkyl amines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Application of C7H8BrN.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Dong, Xiaoyun’s team published research in Journal of Colloid and Interface Science in 2021-05-15 | 3959-07-7

Journal of Colloid and Interface Science published new progress about Absorption spectra. 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Application In Synthesis of 3959-07-7.

Dong, Xiaoyun; Hao, Huimin; Wang, Ningning; Yuan, Hong; Lang, Xianjun published the artcile< Cadmium sulfide/titanate hybrid green light photocatalysis for selective aerobic oxidative homocoupling of amines>, Application In Synthesis of 3959-07-7, the main research area is cadmium sulfide green light photocatalysis amines aerobic oxidative homocoupling; CdS/titanate hybrid; Green light; Homocoupling of amines; Selective oxidation; Semiconductor photocatalysis.

Semiconductor photocatalysis can carry out selective chem. transformations under ambient conditions, mitigating the associated environmental consequences. However, a single semiconductor photocatalyst usually cannot perform the transformations satisfactorily from the aspects of light-absorption, efficiency, and selectivity, etc. To address these challenges, cadmium sulfide (CdS)/titanate hybrid was fabricated by simultaneously growing titanate and CdS and had been comprehensively characterized. The optimized CdS/titanate hybrid can power the highly selective oxidative homocoupling of amines under the irradiation of green light-emitting diodes (LEDs). Specifically, CdS with a narrow bandgap captures green light; the conduction band of titanate activates mol. oxygen (O2). The valence band of CdS could ensure the selective oxidative homocoupling of amines in methanol (CH3OH). The hybridization between CdS and titanate accounts for the expeditious oxidative homocoupling of amines into imines and the improved stability. Reactive oxygen species (ROS) quenching experiments and in situ ESR (EPR) tests suggest that superoxide anion (O·-2) and benzylamine radical are intermediates en route to imines. This work highlights the viability of hybridization of dual semiconductor nanostructures in implementing visible light-powered selective conversions.

Journal of Colloid and Interface Science published new progress about Absorption spectra. 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Application In Synthesis of 3959-07-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Li, Yang’s team published research in Catalysis Science & Technology in 2022 | 3959-07-7

Catalysis Science & Technology published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Name: 4-Bromobenzylamine.

Li, Yang; Cheng, Xiuyan; Li, Ze; Jin, Yigang; Sun, Yimeng; Zou, Ye; Liu, Liyao; Duan, Ran; Zhang, Jianling; Xu, Wei published the artcile< Two highly crystalline coordination polymers with two-dimensional PbS networks for photocatalytic synthesis of imines>, Name: 4-Bromobenzylamine, the main research area is hydroxybenzenethiolate benzenedithiolate lead sulfide coordination polymer preparation crystal structure; crystal mol structure hydroxybenzenethiolate benzenedithiolate lead coordination polymer; photocatalysis imine hydroxybenzenethiolate benzenedithiolate lead coordination polymer.

Two highly crystalline coordination polymers (CPs), namely, Pb-HBT and Pb-BDT, were synthesized from the reaction of Pb(II) ions with 4-hydroxybenzenethiol (HBT) and 1,4-benzenedithiol (BDT). Both of these CPs display similar layer structures of alternately stacked two-dimensional PbS networks and benzene units according to their crystal structures solved based on high resolution powder x-ray diffraction data. They exhibit high photocatalytic activities for the oxidation reactions of amines to imines under mild conditions, i.e., in air and at room temperature under sacrificial reagent-, co-catalyst- and redox mediator-free conditions.

Catalysis Science & Technology published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Name: 4-Bromobenzylamine.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Liu, Xin’s team published research in Tetrahedron Letters in 2022-01-05 | 2725-82-8

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.

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

Tayama, Eiji’s team published research in RSC Advances in 2021 | 3959-07-7

RSC Advances published new progress about Azetidines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (aryl). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Electric Literature of 3959-07-7.

Tayama, Eiji; Kawai, Kohei published the artcile< Synthesis of tertiary alkyl fluorides and chlorides by site-selective nucleophilic ring-opening reaction of α-aryl azetidinium salts>, Electric Literature of 3959-07-7, the main research area is chloride alkyl fluoride preparation regioselective; aryl azetidinium salt nucleophilic ring opening.

Site-selective nucleophilic ring-opening reactions of 2-arylazetidine-2-carboxylic acid ester-derived tetraalkyl ammonium salts with tetrabutylammonium halides (Bu4NX) to give tertiary alkyl halides I [R = 5-Me, 5-MeO, 3-Br, 4-Br, 5-Br, 4-CF3, 5-CF3; R1 = NEt2, F, Cl; R2 = NEt2, F, Cl] were successfully demonstrated. For example, a nucleophilic ring-opening reaction of 2-(o-tolyl) derivative with 1.2 equiv of tetrabutylammonium fluoride (Bu4NF) in THF at 60°C preferentially proceeded at a more substituted carbon atom (2-position) compared to a less-substituted carbon atom (4-position) and afforded tert-Bu 4-(dimethylamino)-2-fluoro-2-(o-tolyl)butanoate in 71% yield as the corresponding tertiary alkyl fluoride. This result was applied to synthesize optically active organofluorine compounds starting from com. available (R)-1-phenylethylamine.

RSC Advances published new progress about Azetidines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (aryl). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Electric Literature of 3959-07-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Liu, Lang’s team published research in European Journal of Organic Chemistry in 2022-05-06 | 3959-07-7

European Journal of Organic Chemistry published new progress about Aggregation-induced emission. 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Formula: C7H8BrN.

Liu, Lang; Zhang, Jun published the artcile< KI/K2S2O8 Mediated Cascade C(sp3)-H/C(sp2)-H Thiolation for the Synthesis of Multi-Substituted Thiazoles>, Formula: C7H8BrN, the main research area is thiazole preparation fluorescence imaging.

Designing and synthesis of carbonyl-containing thiazoles are of great importance for related fields, hence, a simple and practical method was developed using com. xanthates, benzylamine, and readily available alkynones as substrates. The reaction was achieved using one-pot Michael addition and cascade iodine mediated C-H thiolation under mild conditions. This method features a broad substrate scope with high yield. Remarkably, the obtained carbonyl substituted thiazoles bearing electronic-donating substituents exhibit promising performance for aggregation-induced emission (AIE) and have been successfully used in biol. imaging.

European Journal of Organic Chemistry published new progress about Aggregation-induced emission. 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Formula: C7H8BrN.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wang, Yingying’s team published research in Catalysis Science & Technology in 2021 | 2725-82-8

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.

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

Huan, Leitao’s team published research in Nature Communications in 2021-12-31 | 2725-82-8

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.

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