Author: Jessica.F

Du, Yufeng; Huang, Linyu; Wang, Neng; Li, Xiaohuan; Zhou, Xian-Li; Zhang, Lan; Huang, Shuai; Walsh, Patrick J.; Gao, Feng published the artcile< Rhodium-Catalyzed Direct Arylation of Furopyridine: Synthesis and the Cardiac Effects of Dictamnine Derivatives>, SDS of cas: 401-78-5, the main research area is aryl furopyridine preparation chemoselective; furopyridine aryl bromide arylation rhodium catalyst; furoquinoline preparation chemoselective; dictamnine aryl bromide arylation rhodium catalyst.

Synthesis of Rh2(OAc)4/IMes·HCl system promotes the chemoselective installation of aryl groups at the 2-position of furo[2,3-b]pyridines I (R = Ph, naphthalen-1-yl, 2,3-dihydro-1,4-benzodioxin-6-yl, etc.) (53-94% yields). The method is applicable to the direct modification of the natural furoquinoline alkaloid dictamnine. The cardiac effects of the fluorinated analogs II were improved, and compared to dictamnine at 160μg/mL. Preliminary mechanism of action studies indicate that the effects might be related to epinephrine αreceptors, M-receptor and calcium channel receptor.

Advanced Synthesis & Catalysis published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, SDS of cas: 401-78-5.

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

Zhou, Jiadi; Jiang, Xinpeng; Jin, Can; Guo, Zhicheng; Su, Bin; Su, Weike published the artcile< One-Pot L-Proline-Mediated Stereoselective α-C(sp2)-H Fluorination of α,β-Unsaturated Aldehydes through Methoxyfluorination-Elimination>, Application In Synthesis of 3893-18-3, the main research area is fluoro unsaturated alc preparation diastereoselective; unsaturated aldehyde Selectfluor fluorination proline catalyst.

A one-pot, two-step L-proline-mediated stereoselective α-C(sp2)-H fluorination of α,β-unsaturated aldehydes RHC=CHCHO (R = 2-ClC6H4, 2-naphthyl, (CH2)2CH3, etc.) towards their corresponding (Z)-α-fluoro-αβ-unsaturated aldehydes (Z)-RHC=C(F)CHO has been developed. The first step utilizes Selectfluor as a fluorinating agent in CH3NO2/MeOH forming (Z)-α-fluoro-α,β-unsaturated aldehydes and their corresponding di-Me acetals through methoxyfluorination-elimination. In the second step, water is added to promote the hydrolytic cleavage of the di-Me acetals. The obtained (Z)-α-fluoro-α,β-unsaturated aldehydes were smoothly reduced to the corresponding alcs. (Z)-RHC=C(F)CH2OH by using NaBH4.

European Journal of Organic Chemistry published new progress about Alcohols, unsaturated Role: SPN (Synthetic Preparation), PREP (Preparation). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Application In Synthesis of 3893-18-3.

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

Mayuranathan, P. S. published the artcile< Thermal decomposition of mercuric o- and m-nitrobenzoate and 4-nitrophthalate>, Reference of 16426-64-5, the main research area is .

(o-O2NC6H4CO2)2Hg (18 g.) heated at 180° until evolution of CO2 ceased (4 hrs.) gave 16% (o-O2NC6H4)2Hg (I), a crystalline solid insoluble in organic solvents. I (4 g.) heated 1 hr. with 20 cc. 2M K perbromide or periodide, the resulting oils freed from halogen, and crystallized gave 1 g. o-BrC6H4NO2, m. 39°, or o-IC6H4NO2, m. 49°, resp. (m-O2NC6H4CO2)2Hg (II) did not decompose but gave anhydro-2-hydroxymercuri-3-nitrobenzoic acid (III). Thus, 10 g. II heated 6 hrs. at 190° gave III, soluble in warm alkali. III (5 g.) similarly treated with K perbromide or periodide, the solution evaporated to remove excess halogen, acidified, and extracted with Et2O, the solution washed with thiosulfate, dried, and evaporated gave 1 g. 2,3-Br(O2N)C6H3CO2H, m. 185°, and 2,3-I(O2N)C6H3CO2H, m. 205°, resp. 4-Nitrophthalic acid (23 g.) in 16 g. Na2CO3 dissolved in 20 cc. H2O treated with 45 g. Hg(OAc2) in 150 cc. H2O containing 1 cc. AcOH gave Hg 4-nitrophthalate (IV). IV (20 g.) heated 6 hrs. at 190° gave anhydro-2-hydroxymercuri-4-nitrobenzoic acid (V), identical with the product obtained from p-O2NC6H4CO2H (VI). V brominated or iodinated as above gave 2-Br- and 2,4-I(O2N)C6H3CO2H. Hydrolysis of V gave VI.

Journal of the Chemical Society published new progress about 16426-64-5. 16426-64-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrNO4, Reference of 16426-64-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Morack, Tobias; Mueck-Lichtenfeld, Christian; Gilmour, Ryan published the artcile< Bioinspired Radical Stetter Reaction: Radical Umpolung Enabled by Ion-Pair Photocatalysis>, Electric Literature of 3893-18-3, the main research area is bioinspired Stetter keto acid aldehyde radical umpolung photocatalysis; Stetter reaction; electrostatic interactions; ion pairs; radicals; umpolung.

A bioinspired, intermol. radical Stetter reaction of α-keto acids and aldehydes is disclosed that is contingent on a formal “”radical umpolung”” concept. Enabled by secondary amine activation, electrostatic recognition ensures that the α-ketocarboxylic acids, which function as latent acyl radicals, are proximal to the in situ generated iminium salts. This photoactive contact ion pair is an electron donor-acceptor (EDA) complex, and undergoes facile single electron transfer (SET) and rapid decarboxylation prior to radical-radical recombination. Importantly, decarbonylation is mitigated by this strategy. The initial computational validation on which the process is predicated matches closely with experiment Synergistic organo- and photocatalysis activation principles finally expands the mechanistic and synthetic scope of the classic Stetter reaction to include α,β-unsaturated aldehydes as acceptors.

Angewandte Chemie, International Edition published new progress about Aldehydes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Electric Literature of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Cho, Kyoungil; Yoo, Jin; Noh, Hyeong-Wan; Lee, Sang Moon; Kim, Hae Jin; Ko, Yoon-Joo; Jang, Hye-Young; Son, Seung Uk published the artcile< Hollow structural effect of microporous organocatalytic polymers with pyrrolidines: dramatic enhancement of catalytic performance>, Computed Properties of 3893-18-3, the main research area is organocatalytic microporous organic polymer structure cinnamaldehyde nucleophile addition.

Hollow and microporous organic polymers bearing pyrrolidines (H-MOP-P) were prepared by template synthesis and post-synthetic modification. H-MOP-P showed enhanced organocatalytic performance, compared to nonhollow microporous catalysts.

Journal of Materials Chemistry A: Materials for Energy and Sustainability published new progress about Azide-alkyne 1,3-dipolar cycloaddition reaction. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Computed Properties of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Liu, Yao-Zong; Zhang, Jie; Xu, Peng-Fei; Luo, Yong-Chun published the artcile< Organocatalytic Asymmetric Michael Addition of 1-Acetylindolin-3-ones to α,β-Unsaturated Aldehydes: Synthesis of 2-Substituted Indolin-3-ones>, COA of Formula: C9H7BrO, the main research area is indolinone enantioselective preparation; acetylindolinone unsaturated aldehyde asym Michael addition diarylprolinol trimethylsilylether catalyst.

A highly efficient asym. Michael addition of 1-acetylindolin-3-ones to α,β-unsaturated aldehydes is developed to afford 2-substituted indolin-3-one derivatives, e.g., I, in high yields (up to 94%) with good stereoselectivities (up to 11:1 dr and 96% ee). The Michael adducts can be transformed into substituted cyclopentyl[b]indoline compounds conveniently without racemization.

Journal of Organic Chemistry published new progress about Enantioselective synthesis. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, COA of Formula: C9H7BrO.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Riley, Robert D.; Huchenski, Blake S. N.; Bamford, Karlee L.; Speed, Alexander W. H. published the artcile< Diazaphospholene-Catalyzed Radical Reactions from Aryl Halides>, Reference of 81107-97-3, the main research area is heterocyclic compound preparation photochem; aryl halide radical cyclization diazaphospholene catalyst; Catalysis; Diazaphospholene; Heterocycles; Photochemistry; Radical Addition.

Herein, stoichiometric radical cyclizations of aryl iodides such as 1-iodo-2-[(3-phenylprop-2-en-1-yl)oxy]benzene and 1-iodo-2-[(3-methylbut-2-en-1-yl)oxy]benzene mediated by diazaphospholene hydrides are made catalytic by the combination of phenylsilane and alkali metal salts to regenerate the diazaphospholene hydride. The scope was expanded to include aryl bromides 2-Br-3-R-4-R1-5-R2C6HXR3 (X = O, S; R = H; R1 = H, F, CN, CF3, C(O)OMe; RR1 = -CH=CH-CH=CH-; R2 = H, CF3; R3 = 3-phenylbut-2-en-1-yl, 3-methylbut-2-en-1-yl, 3-phenylprop-2-en-1-yl, etc.), which benefit from visible light irradiation Twenty one substrates underwent cyclization, including a dearomative cyclization. Extension to six intermol. radical hydroarylations with arenes, thiophenes, and a pyridine e.g., 2-iodobenzotrifluoride was also accomplished.

Angewandte Chemie, International Edition published new progress about Aryl halides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 81107-97-3 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3O, Reference of 81107-97-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary