Tag: M.W=150-200

Kumar, Sonu; Sarmah, Manash P.; Reddy, Yella; Bhatt, Ashish; Kant, Ravi published the artcile< A one-step synthesis of substituted benzo- and pyridine-fused 1H-imidazoles>, Synthetic Route of 3959-07-7, the main research area is aryl benzoimidazole preparation; fluoronitrobenzene amine cyclization microwave irradiation; imidazopyridine aryl preparation; amine nitrofluoropyrdine cyclization microwave irradiation.

A one-step microwave accelerated synthesis of substituted benzo- and pyridine-fused 1H-imidazoles were described. Mechanistically, the reaction proceeded by reacting substituted 2-fluoronitrobenzene and substituted arylamine through the formation of N-hydroxy intermediate, which at higher temperature cleaved to afford the desired product. This approach achieved reductions in reaction times, higher yields, cleaner reactions than the previously described synthetic processes.

Synthetic Communications 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, Synthetic Route of 3959-07-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Majhi, Jadab; Zhou, Bohang; Zhuang, Yuxin; Tom, Mai-Jan; Dai, Huifang; Evans, P. Andrew published the artcile< Palladium-Catalyzed Cross-Coupling of Cyanohydrins with Aryl Bromides: Construction of Biaryl Ketones>, Name: 3-Bromo-5-methylbenzaldehyde, the main research area is biaryl ketone preparation; cyanohydrin aryl bromide coupling palladium catalyst.

The palladium-catalyzed cross-coupling of the lithium anion of aryl tert-butyldimethylsilyl-protected cyanohydrins Ar1CH(CN)OTBS (Ar1 = C6H5, 4-FC6H4, 3-CH3OC6H4, etc.) with aryl bromides Ar2Br (Ar2 = Ph, 2-cyano-3-methylphenyl, 3-fluoro-4-methoxyphenyl, etc.) followed by in situdeprotection with fluoride ion provides a convenient and versatile approach to biaryl ketones Ar1C(O)Ar2. This protocol represents the first example of a palladium-catalyzed arylation of a cyanohydrin, which functions as an acyl anion equivalent Hence, in contrast to classical cross-coupling reactions, the pronucleophile component is incorporated in the product to permit further functionalization. The synthetic utility of the new method with applications to bioactive biaryl ketones and the construction of a triaryl diketone that has been used to prepare an extended tetrathiafulvalene have been described.

Synthesis published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 188813-04-9 belongs to class bromides-buliding-blocks, and the molecular formula is C8H7BrO, Name: 3-Bromo-5-methylbenzaldehyde.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhang, Fulin; Li, Xia; Dong, Xiaoyun; Hao, Huimin; Lang, Xianjun published the artcile< Thiazolo[5,4-d]thiazole-based covalent organic framework microspheres for blue light photocatalytic selective oxidation of amines with O2>, Safety of 4-Bromobenzylamine, the main research area is covalent organic framework microsphere photocatalysis.

Covalent organic frameworks (COFs) with photoactive units have attracted significant interest in visible light photocatalysis and can present a metal-free scenario for activating O2. As a typical photoactive unit, thiazolo[5,4-d]thiazole (TzTz) has rarely been added to COFs. However, circumventing the low reversibility of TzTz, it could be embedded into the building blocks beforehand, along with other bonds like β-ketoenamine in forming COFs. TzTz was embedded into 1,1′-biphenyl-4,4′-diamine (BD) using this approach to produce 4,4′-(TzTz-2,5-diyl)dianiline (DTz). Under organobase-modulated solvothermal conditions, combining 1,3,5-triformylphloroglucinol (Tp) with BD and DTz resulted in the production of β-ketoenamine-linked TpBD-COF and TpDTz-COF. Both TpDTz-COF and TpBD-COF are microspheres. TpDTz-COF possessed more adequate separation and charge migration than TpBD-COF. This resulted in superior performance for the blue light photocatalytic selective oxidation of benzylamine with O2. Furthermore, with O2 as the main oxidant, a wealth of benzylamines could be converted into imines over TpDTz-COF. Mechanistic investigations substantiate that oxidation of benzylamines obeys an electron transfer pathway, in which superoxide anion (O•-2) is the crucial reactive oxygen species. This study highlights the superiority of TzTz-embedded COFs in developing effective photocatalytic systems for organic transformations.

Chinese Journal of Catalysis published new progress about Covalent organic frameworks. 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Safety of 4-Bromobenzylamine.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Smith, Philip J.; Jiang, Yubo; Tong, Zixuan; Pickford, Helena D.; Christensen, Kirsten E.; Nugent, Jeremy; Anderson, Edward A. published the artcile< Synthesis of Polysubstituted Fused Pyrroles by Gold-Catalyzed Cycloisomerization/1,2-Sulfonyl Migration of Yndiamides>, Safety of 4-Bromobenzylamine, the main research area is alkynylyndiamide gold catalyst regioselective cycloisomerization sulfonyl migration; tetrahydropyrrolopyrrole preparation.

Yndiamides (bis-N-substituted alkynes) are valuable precursors to azacycles. A cycloisomerization/1,2-sulfonyl migration of alkynyl-yndiamides to form tetrahydropyrrolopyrroles, unprecedented heterocyclic scaffolds that are relevant to medicinal chem were reported. This functional group tolerant transformation was achieved using Au(I) catalysis that proceeded at ambient temperature and a thermally promoted process. The utility of the products was demonstrated by a range of reactions to functionalize the fused pyrrole core.

Organic Letters published new progress about Alkynes 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, Safety of 4-Bromobenzylamine.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Barroso, Santiago; Joksch, Markus; Puylaert, Pim; Tin, Sergey; Bell, Stephen J.; Donnellan, Luke; Duguid, Stewart; Muir, Colin; Zhao, Peichao; Farina, Vittorio; Tran, Duc N.; de Vries, Johannes G. published the artcile< Improvement in the Palladium-Catalyzed Miyaura Borylation Reaction by Optimization of the Base: Scope and Mechanistic Study>, Category: bromides-buliding-blocks, the main research area is palladium catalyzed Miyaura borylation aryl halide base optimization; Arylboronic acid ester preparation.

Aryl boronic acids and esters are important building blocks in API synthesis. Pd-catalyzed Suzuki Miyaura borylation is the most common method for their preparation This paper describes an improvement of the current reaction conditions. By using lipophilic bases such as K 2-Et hexanoate, borylation reaction could be achieved at 35° in <2 h with very low Pd loading (0.5 mol %). A preliminary mechanistic study shows a hitherto unrecognized inhibitory effect by the carboxylate anion on the catalytic cycle, whereas 2-Et hexanoate minimizes this inhibitory effect. This improved methodol. enables borylation of a wide range of substrates under mild conditions. Journal of Organic Chemistry published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 576-83-0 belongs to class bromides-buliding-blocks, and the molecular formula is C9H11Br, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Xu, Yuliang; Xu, Ze-Jun; Liu, Zhao-Peng; Lou, Hongxiang published the artcile< Visible-light-mediated de-aminative alkylation of N-arylamines with alkyl Katritzky salts>, Product Details of C7H8BrN, the main research area is alkyl tetrahydroisoquinoline preparation; tetrahydroisoquinoline Katritzky salt deaminative alkylation photochem; aryl alkyl aminoester preparation; Katritzky salt aryl aminoester deaminative alkylation photochem.

A visible-light-mediated de-aminative alkylation of N-arylamines was developed, providing direct access to α-amino C-H functionalization of N-arylamines from readily available Katritzky salts under mild conditions to get tetrahydroisoquinolines, e.g., I, and alkyl-N-aryl-aminoesters, e.g., II. In some cases, this operationally simple protocol could be performed in the absence of a photocatalyst. A wide range of substrates and functional groups were tolerated. The utility of this approach was highlighted by its application to the late-state modification of drug mols., natural products and peptides.

Organic Chemistry Frontiers published new progress about 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, Product Details of C7H8BrN.

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

Sheng, Wenlong; Huang, Fengwei; Dong, Xiaoyun; Lang, Xianjun published the artcile< Solvent-controlled synthesis of Ti-based porphyrinic metal-organic frameworks for the selective photocatalytic oxidation of amines>, COA of Formula: C7H8BrN, the main research area is porphyrinic titanium MOF photocatalyst preparation aralkyl amine photooxidation; Amines; Metal–organic frameworks; Photocatalysis; Selective oxidation; Ti-oxo clusters.

The photocatalytic activity of metal-organic frameworks (MOFs) can be managed by the milieu of synthesis. Herein, N,N′-dimethylacetamide (DMA) and N,N′-diethylformamide (DEF) were employed as solvents for the synthesis of two Ti-based porphyrinic MOFs, namely Ti-PMOF-DMA and Ti-PMOF-DEF, from tetra-Bu orthotitanate and 4,4′,4′′,4′′′-(porphine-5,10,15,20-tetrayl)tetrakis(benzoic acid). Notably, both DMA and DEF were adsorbed onto the Ti-oxo clusters of the two MOFs to shape their properties. Ti-PMOF-DMA was observed with better optoelectronic response and charge transfer than Ti-PMOF-DEF. Moreover, Ti-PMOF-DMA owned a larger pore volume than Ti-PMOF-DEF, imparting more accessible sites to benzyl amines. Ti-PMOF-DMA exhibited better activity in selective photocatalytic aerobic oxidation of benzylamine than Ti-PMOF-DEF. Irradiated by red light-emitting diodes, outstanding results for selective conversion of benzyl amines to imines over Ti-PMOF-DMA were attained. Superoxide radical anion, generated by the electron transfer from porphyrin via Ti-oxo clusters to dioxygen, turned out to be the primary reactive oxygen species. There was generality towards aerobic oxidation of amines to imines and considerable stability for Ti-PMOF-DMA. This work provides a new perspective on the altering MOFs to enhance photocatalytic organic transformations.

Journal of Colloid and Interface Science published new progress about Adsorption. 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, COA of Formula: C7H8BrN.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Kwon, Hyukmin; Kang, Seokwoo; Park, Sunwoo; Park, Sangshin; Oh, Seyoung; Kang, Yuna; Park, Jongwook published the artcile< New blue emitters including phenanthro[9,10-d]oxazole and bulky side group>, Name: 4-Bromobenzylamine, the main research area is phenanthro oxazole blue emitter photoluminescence.

The new blue organic emitter materials, 4′-(3-(phenanthro[9,10-d]oxazol-2-yl -)phenyl)-5′-phenyl-1[1,1′,:2′,1′′-tetraphenyl]-4-carbonitrile (m-PO-PPCN) and 4′-(4-(phenanthro[9,10-d]oxazol-2-yl-)phenyl)-5′-phenyl-1[1,1′,:2′,1′′-tetraphenyl]-4- carbonitrile (p-PO-PPCN) have been successfully synthesized and characterized. In the film state, the UV-visible (UV-Vis) absorption peaks of m-PO-PPCN and p-PO-PPCN were 402 and 413 nm, and the photoluminescence (PL) peaks were 408 and 457 nm. The photoluminescence quantum yield (PLQY) of the two materials was 38.4% and 54.9%. Organic light emitting diodes using m-PO-PPCN and p-PO-PPCN as the emitting layer (EML) showed that m-PO-PPCN had a current efficiency of 0.97 cd/A and an EQE of 1.25%, p-PO-PPCN exhibited current efficiency of 3.69 cd/A and an EQE of 3.46%.

Molecular Crystals and Liquid Crystals published new progress about Absorption. 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Name: 4-Bromobenzylamine.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Ung, Sosthene P.-M.; Perepichka, Inna; Li, Chao-Jun published the artcile< Visible-Light Mediated Photooxidative Phosphorylation of Benzylamines: A Novel and Mild Pathway Towards α-Aminophosphorus Compounds>, COA of Formula: C7H8BrN, the main research area is benzylamine oxidative photochem phosphinylation preparation aminophosphine oxide; benzylidene benzylamine photochem generation addition preparation secondary aminophosphine oxide; iridium phenylpyridine bipyridine photocatalyst benzylamine oxidative preparation aminophosphine oxide.

Traditional syntheses of α-aminophosphorus therapeutic targets proceed through the hydrophosphorylation of C:N or C:O bonds, thus necessitating preliminary oxidized substrates. Cross-dehydrogenative coupling strategies can bypass this extra oxidation step by oxidizing simpler substrates in situ before phosphorylating them, but those protocols can suffer from the use of toxic stoichiometric oxidants. Photochem. strategies can access those oxidized intermediates without any harsh conditions and can use mol. oxygen as a benign and sustainable oxidant. We report herein a simple protocol using visible light, phosphinylidenes and benzylamine derivatives for the synthesis of α-aminophosphorus products under aerobic conditions and using an iridium photosensitizer.

Helvetica Chimica Acta published new progress about Aralkyl amines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (benzylamines). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, COA of Formula: C7H8BrN.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary