Month: October 2022

Zhou, Chunlin; Wang, Xinchao; Yang, Lei; Fu, Lei; Li, Gang published the artcile< Visible-light-driven regioselective carbocarboxylation of 1,3-dienes with organic halides and CO2>, HPLC of Formula: 401-78-5, the main research area is diene halide carbon dioxide iridium catalyst regioselective carbocarboxylation; alkenyl carboxylate preparation.

An unprecedented visible-light-driven regioselective carbocarboxylation of 1,3-dienes with CO2 using aryl and alkyl halides under mild conditions with low-cost potassium formate (HCOOK) to produce carbon dioxide radical anions as the potent reducing agent for the challenging organic halide reduction was reported. Highly 3,4-regioselective carbocarboxylation was achieved with 1,1-diaryl-substituted 1,3-dienes, while major 1,4-carbocarboxylation products were obtained with less hindered mono-aryl substituted 1,3-dienes. This protocol rendered a rapid method for producing complex β,γ-unsaturated carboxylic acids from easily available 1,3-dienes and organic halides with CO2.

Green Chemistry published new progress about 1,3-Alkadienes Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, HPLC of Formula: 401-78-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Yamamoto, Satoshi; Hashiguchi, Shohei; Miki, Shokyo; Igata, Yumiko; Watanabe, Toshifumi; Shiraishi, Mitsuru published the artcile< Synthesis and biological activity of novel 1,3-benzoxazine derivatives as K+ channel openers>, Synthetic Route of 81107-97-3, the main research area is benzoxazine preparation potassium channel opener.

A new series of 1,3-benzoxazine derivatives with a 2-pyridine 1-oxide group at C-4, I (R1 = Cl, Br, CF3, NO2, CCH, etc.; R2 = H, Cl, F, Br, OEt, Me), was designed to explore novel K+ channel openers. Synthesis was carried out by using a palladium(0)-catalyzed carbon-carbon bond formation reaction of imino-triflates II with organozinc reagents and via a new one-pot 1,3-benzoxazine skeleton formation reaction of benzoylpyridines. The compounds were tested for vasorelaxant activity in tetraethylammonium, chloride (TEA) and BaCl2-induced and high KCl-induced contraction of rat aorta to identify potential K+ channel openers, and also for oral hypotensive effects in spontaneously hypertensive rats. An electron-withdrawing group with the proper shape at C6 and a Me or halo group at C7 of the 1,3-benzoxazine nucleus were required for the development of optimal vasorelaxant and hypotensive activity. In particular, 2-(6-bromo-7-chloro-2,2-dimethyl-2H-1,3-benzoxazin-4-yl)pyridine 1-oxide showed more potent vasorelaxant activity (EC50 = 0.14 μm) against TEA and BaCl2-induced contraction and longer hypotensive effects than cromakalim.

Chemical & Pharmaceutical Bulletin published new progress about Potassium channel openers. 81107-97-3 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3O, Synthetic Route of 81107-97-3.

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

Jiang, Peng-Ying; Fan, Kai-Fang; Li, Shaoyu; Xiang, Shao-Hua; Tan, Bin published the artcile< Metal-free oxidative cross-coupling enabled practical synthesis of atropisomeric QUINOL and its derivatives>, Application In Synthesis of 3893-18-3, the main research area is atropisomeric QUINOL chemoselective preparation; isoquinoline naphthol oxidative cross coupling metal free; QUINOL oxide enantioselective preparation; racemic QUINOL oxide kinetic resolution NHC catalyst.

A direct oxidative cross-coupling reaction between isoquinolines and 2-naphthols, providing a straightforward and scalable route to acquire privileged QUINOL scaffolds I [R1 = H, 7-Me, 6-Ph, etc.; R2 = H, 3-Me, 5-Br, etc.] in a metal-free manner was reported. Moreover, a NHC-catalyzed kinetic resolution of QUINOL N-oxides with high selectivity factor was established to access two types of promising axially chiral Lewis base catalysts in optically pure forms. The utility of this methodol. was further illustrated by facile transformations of products into QUINAP, an iconic ligand in asym. catalysis.

Nature Communications published new progress about Atom economy. 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

Li, Xia; Lyu, Shaoshuai; Lang, Xianjun published the artcile< Superoxide generated by blue light photocatalysis of g-C3N4/TiO2 for selective conversion of amines>, Reference of 3959-07-7, the main research area is graphitic carbon nitride titanium dioxide amine superoxide photocatalysis; Amines; Photocatalysis; Selective aerobic oxidation; Superoxide; Visible light.

Reactive oxygen species (ROS) are remarkably reactive chem. oxygen-containing mols. that not only occupy critical positions in cell signaling and homeostasis for regulating aerobic living organism’s growth and development but also broadly participate in the environmental management as extraordinary oxidizing agents. Inspired by the behaviors of ROS, we designed an artful visible light photocatalytic system for the selective conversion of amines due to the activation of oxygen (O2) to superoxide (O2·-) over g-C3N4/TiO2. Here, blue light was manipulated as a light source to circumvent the initiation of the strong nonselective hydroxyl radical (·OH) that is often generated by valence band holes (hvb+) of TiO2. Aerial O2 was employed to achieve the long-lived, exclusive ROS, O2·-, while acetonitrile, an aprotic solvent, was utilized to prolong the lifetime of O2·-. Importantly, the g-C3N4/TiO2 possesses an exceptional capability for the generation of O2·-. Based on the synergistic effect of two ingredients of the g-C3N4/TiO2 photocatalyst, the highly selective conversion of amines was achieved with superior conversions in comparison with the pristine TiO2 and g-C3N4. Furthermore, a mechanism dominated by O·- was proposed according to the kinetic studies, ESR (EPR), and ROS quenching experiments This work highlights the importance of ROS in defining the desirable outcomes over semiconductor photocatalysts.

Environmental Research published new progress about Adsorption (isotherm). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Reference of 3959-07-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Ema, Tadashi; Tanida, Daisuke; Matsukawa, Tatsuya; Sakai, Takashi published the artcile< Biomimetic trifunctional organocatalyst showing a great acceleration for the transesterification between vinyl ester and alcohol>, Category: bromides-buliding-blocks, the main research area is biomimetic trifunctional organocatalyst transesterification vinyl ester alc.

Trifunctional organocatalysts (I) 1a (X = S) and 1b (X = O) mimicking the active site of serine hydrolases showed high catalytic activity with up to a 3700000-fold acceleration for the acyl-transfer reactions from vinyl trifluoroacetate to alc.

Chemical Communications (Cambridge, United Kingdom) published new progress about Enzyme mimics Role: CAT (Catalyst Use), SPN (Synthetic Preparation), USES (Uses), PREP (Preparation). 1013031-65-6 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6Br2O, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Xia, Youfu; Du, Yanqing; Xiang, Qian; Humphrey, Mark G. published the artcile< Highly efficient room-temperature phosphorescent materials with a heavy-atom effect of bromine>, Synthetic Route of 576-83-0, the main research area is bromine carbazole phosphorescent material crystal packing.

Room-temperature phosphorescent (RTP) materials with long luminescence lifetimes have stimulated considerable interest. However, pure organic mols. with persistent room-temperature phosphorescence are still rarely reported. In this work, we study two mols., DCzMPh and TCzMPh, in which persistent room-temperature phosphorescence in the amorphous state is achieved via the heavy-atom effect of bromine atoms in their structure. Their final quantum yields are found to be as high as 90 and 93%, resp., at the phosphorescence lifetimes of 0.27 and 0.28 s, resp. Moreover, both mols. are shown to be appropriate for security protection applications.

New Journal of Chemistry published new progress about Crystal packing (particle). 576-83-0 belongs to class bromides-buliding-blocks, and the molecular formula is C9H11Br, Synthetic Route of 576-83-0.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Shao, Ling-Yan; Xu, Zhi; Wang, Cun-Ying; Fu, Xiao-Pan; Chen, Miao-Miao; Liu, Hong-Wei; Ji, Ya-Fei published the artcile< Palladium-catalyzed direct mono-aroylation of O-arylmethyl and aryl-substituted acetoxime ethers>, Category: bromides-buliding-blocks, the main research area is ketone preparation regioselective; arylmethyl aryl acetoxime ether aromatic aldehyde aroylation palladium catalyst.

An efficient palladium-catalyzed ortho-aroylation of O-arylmethyl and aryl-substituted acetoxime ethers has been developed; this method has high mono-site selectivity and does not require exogenous ligands. Under the direction of a simple exo-acetoxime auxiliary, a broad scope of masked arylmethyl alcs. and phenols as well as various aromatic aldehydes are compatible with this transformation, which probably follows a mechanistic pathway involving a six- or five-membered exo-cyclopalladated intermediate. The strategy can be expediently adopted to prepare synthetically valuable 1H-benzo[d][1,2]oxazines and benzo[d]isoxazoles. The directing group can be easily removed from the products to afford the functionalized diaryl ketones.

Organic & Biomolecular Chemistry published new progress about Aroylation (regioselective). 188813-04-9 belongs to class bromides-buliding-blocks, and the molecular formula is C8H7BrO, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Arikawa, Shinobu; Shimizu, Akihiro; Shiomi, Daisuke; Sato, Kazunobu; Shintani, Ryo published the artcile< Synthesis and Isolation of a Kinetically Stabilized Crystalline Triangulene>, Quality Control of 576-83-0, the main research area is preparation mesityl substituted triangulene crystal structure triplet ground state.

The synthesis and isolation of hydrocarbons with a triplet ground state in crystalline forms have been sought in materials science. Triangulene is one of the most famous triplet-ground-state benzenoid hydrocarbons. Its unique electronic structure and highly sym. structure have prompted many scientists to synthesize and isolate triangulene and its derivatives, but all attempts so far to isolate them as crystals have been unsuccessful. Herein we report the synthesis and isolation of a kinetically stabilized crystalline triangulene for the first time. The key to success is the introduction of bulky substituents onto the reactive zigzag edges. Its highly sym. structure was confirmed by X-ray crystallog., and its fundamental properties, including the triplet ground state, were revealed. The achievement here will open the door for the synthesis and isolation of other hydrocarbons with higher spin multiplicity.

Journal of the American Chemical Society published new progress about Aromaticity. 576-83-0 belongs to class bromides-buliding-blocks, and the molecular formula is C9H11Br, Quality Control of 576-83-0.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

De la Mare, P. B. D.; Harvey, J. T. published the artcile< Kinetics and mechanisms of aromatic halogen substitution. III. Partial rate factors for the acid-catalyzed bromination of tert-butylbenzene by hypobromous acid>, Category: bromides-buliding-blocks, the main research area is .

The products of acid-catalyzed reaction of tert-BuPh (I) with HOBr in 50% aqueous dioxane were determined, by isotopic dilution, as 37.7% o- (II), 7.2%, m- (III), and 53.2% p-BrC6H4Bu-tert (IV), and 1.9% PhBr (V). Negligible side chain substitution accompanied the reaction, the kinetic form of which was -d[BrOH]/dt = k[ArH][BrOH][H+], with k = 435 1.2 mole-2 min.-1 at 25°, 12 times greater than for C6H6. These results showed that, in a comparison of I with PhMe, the p-position was less reactive, and the m-position was about equally reactive. Significant electrophilic displacement of the tert-Bu group by Br occurred during the reaction. The results were discussed with special reference to the hyperconjugative power of alkyl groups, and to the effect of steric hindrance in determining the reactivity of the o-position. Some nitro derivatives of II, III, and IV were described. III b10 95-7°, nD25 1.5335 and II, b14 102°, nD25 1.5410. II heated at 80° with 1.5 equivalents 98% HNO3 in a mixture of 35% volume/volume H2SO4 and AcOH and the product chromatographed in C6H6 on Al2O3 gave 2,5-Br(O2N)C6H3Bu-tert (VI). The position of the NO2 group was proved as follows: VI (7.5 g.) heated 50 hrs. at 160° with 30% HNO3 in 3 sealed tubes gave about 3% 2,5-Br(O2N)C6H4CO2H, m. 181°. Model experiments showed that 2,4-Br(O2N)C6H3Bu-tert was similarly oxidized to 2,4-Br(O2N)C6H4CO2H, m. 166°. III heated at 80° with 2 equivalents HNO3 in H2SO4435AcOH similarly gave 30% 5,2 (?),4-Br(O2N)2C6H2Bu-tert, m. 92° (from C5H12). IV (5 g.) similarly heated 6 hrs. at 80° under the same nitrating conditions gave a small yield of p-BrC6H4NO2, m. 124°. In the study of the kinetics of bromination the following was a typical run: from a mixture of I (0.00564M), 0.0028M HOBr, and 0.0221M HClO4 in 50% dioxane, aliquot parts were removed at intervals for titration. A blank run with I omitted was made side by side with this measurement. The mean value of k was found to be 435 l.2 mole-2 min.-1 Labeled IV was prepared, NH4Br82 being first shaken with the Br used in the reaction. The product had f.p. 15.7°. To a solution of 10 l. HOBr and 0.05M HClO4 in 50% dioxane was added 19.18 g. I, then 2.37 g. labeled IV was added to the mixture, the mixture extracted with Et2O, and the IV crystallized to give by calculation 9.19 g. IV. Similarly it was shown that 0.308 g. II had been produced in the reaction. III was treated as for II. The mixture contained 0.843 g. active bromo-tert-butylbenzenes, to which was added 11.45 g. inactive III, and the mixture counted, showing that 0.0606 g. III was produced in the reaction. To a mixture which should have contained 1.36 g. mixed active bromo-tert-butylbenzenes was added 12.74 g. V; the mixture extracted, the product nitrated for 2-3 hrs. at 80°, and the product recovered and chromatographed showed that the reaction mixture contained 0.0197 g. V. The conclusion that there was greater hindrance to the entry of NO2 than of Br o- to an alkyl group, was confirmed by this investigation. For I the rate ratios were 0.37 and 0.07, resp., and the free energy difference corresponding to these figures was 0.87 kcal./mole. The effects of hyperconjugation in PhMe and I were considered in some detail. The small proportion of V (1.9 mole-%) determined in the products of bromination was considered significant. The absolute rate of displacement of a tert-Bu group from I was faster than that of displacement of a proton from C6H8.

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

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary