Category: 17100-65-1

Darcy, Julia W.; Kolmar, Scott S.; Mayer, James M. published the artcile< Transition State Asymmetry in C-H Bond Cleavage by Proton-Coupled Electron Transfer>, COA of Formula: C9H9BrO3, the main research area is fluorenylbenzoate oxidation lactone multiple site concerted proton electron transfer.

The selective transformation of C-H bonds is a longstanding challenge in modern chem. A recent report details C-H oxidation via multiple-site concerted proton-electron transfer (MS-CPET), where the proton and electron in the C-H bond are transferred to sep. sites. Reactivity at a specific C-H bond was achieved by appropriate positioning of an internal benzoate base. Here, we extend that report to reactions of a series of mols. with differently substituted fluorenyl-benzoates and varying outer-sphere oxidants. These results probe the fundamental rate vs. driving force relationships in this MS-CPET reaction at carbon by sep. modulating the driving force for the proton and electron transfer components. The rate constants depend strongly on the pKa of the internal base, but depend much less on the nature of the outer-sphere oxidant. These observations suggest that the transition states for these reactions are imbalanced. D. functional theory (DFT) was used to generate an internal reaction coordinate, which qual. reproduced the exptl. observation of a transition state imbalance. Thus, in this system, homolytic C-H bond cleavage involves concerted but asynchronous transfer of the H+ and e-. The nature of this transfer has implications for synthetic methodol. and biol. systems.

Journal of the American Chemical Society published new progress about Activation enthalpy. 17100-65-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H9BrO3, COA of Formula: C9H9BrO3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Shen, Cong; Zhu, Yuhang; Jin, Shuqi; Xu, Kejie; Luo, Shuxin; Xu, Lixia; Zhong, Guofu; Zhong, Liangjun; Zhang, Jian published the artcile< Regio- and stereo-selective olefinic C-H functionalization of aryl alkenes in ethanol>, Recommanded Product: Methyl 2-bromo-4-methoxybenzoate, the main research area is aryl alkene palladium catalyst regioselective diastereoselective alkenylation; preparation aryl alkadiene; phenyl alkatriene preparation.

N,N-bidentate-chelation-assisted α- and β-olefinic C-H alkenylation of aryl alkenes in ethanol to afford aryl dienes/trienes with excellent regio- and stereo-selectivities was reported. The reaction of 2-alkenyl benzylamine and benzoic acid derived substrates proceeded through six-membered exo-cyclometallation and seven-membered endo-cyclometallation. The aerobic protocols feature wide functionality tolerance, high selectivities and yields, mild conditions and scalable preparation, and the directing group can be easily removed to afford Boc-protected amine by simple reduction

Organic Chemistry Frontiers published new progress about Alkadienes Role: SPN (Synthetic Preparation), PREP (Preparation). 17100-65-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H9BrO3, Recommanded Product: Methyl 2-bromo-4-methoxybenzoate.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Nozawa-Kumada, Kanako; Ono, Kanako; Kurosu, Satoshi; Shigeno, Masanori; Kondo, Yoshinori published the artcile< Copper-catalyzed aerobic benzylic C(sp3)-H lactonization of 2-alkylbenzamides via N-centered radicals>, Application of C9H9BrO3, the main research area is methyl benzanilide oxygen copper catalyst lactonization reaction; isobenzofuranone preparation.

Copper-catalyzed aerobic C(sp3)-H functionalization of 2-alkylbenzamides for the synthesis of benzolactones were reported. This reaction proceeded via 1,5-hydrogen atom transfer of N-centered radicals directly generated by N-H bond cleavage and did not require the synthesis of pre-functionalized N-centered radical precursors or the use of strong stoichiometric oxidants.

Organic & Biomolecular Chemistry published new progress about Anilides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 17100-65-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H9BrO3, Application of C9H9BrO3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Ismael, Aya; Skrydstrup, Troels; Bayer, Annette published the artcile< Carbonylative Suzuki-Miyaura couplings of sterically hindered aryl halides: synthesis of 2-aroylbenzoate derivatives>, Application In Synthesis of 17100-65-1, the main research area is aroylbenzoate ester preparation; aryl halide boronic acid carbonylative Suzuki Miyaura.

A carbonylative approach to the synthesis of diversely substituted 2-aroylbenzoate esters ArC(O)R1 (Ar = 2-methoxyphenyl, thiophen-2-yl, 2-naphthyl, etc.; R1 = 2-methoxycarbonyl-6-methylphenyl, 2-methoxycarbonylphenyl, 2-methoxycarbonyl-4,5-dimethoxyphenyl, etc.) featuring a new protocol for the carbonylative coupling of aryl bromides R1Br with boronic acids ArB(OH)2 and a new strategy to favor carbonylative over non-carbonylative reactions were developed. Two different synthetic pathways – (i) the alkoxycarbonylation of 2-bromo benzophenones R2C6H4C(O)(2-BrC6H5) (R2 = 2-F, 4-F, 3-OMe, 4-OMe) and (ii) the carbonylative Suzuki-Miyaura coupling of 2-bromobenzoate esters – were evaluated. The latter approach provided a broader substrate tolerance, and thus it was the preferred pathway. Here observed that 2-substituted aryl bromides were challenging substrates for carbonylative chem. favoring the non-carbonylative pathway. However, it is found that carbonylative Suzuki-Miyaura couplings can be improved by slow addition of the boronic acid, suppressing the unwanted direct Suzuki coupling and, thus increasing the yield of the carbonylative reaction.

Organic & Biomolecular Chemistry published new progress about Alkoxycarbonylation. 17100-65-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H9BrO3, Application In Synthesis of 17100-65-1.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Discekici, Emre H.; Treat, Nicolas J.; Poelma, Saemi O.; Mattson, Kaila M.; Hudson, Zachary M.; Luo, Yingdong; Hawker, Craig J.; de Alaniz, Javier Read published the artcile< Metal-free photoredox catalyst: design and application in radical dehalogenations>, Category: bromides-buliding-blocks, the main research area is metal free photoredox catalyst radical dehalogenations.

Here we report the use of 10-phenylphenothiazine (PTH) as an inexpensive, highly reducing metal-free photocatalyst for the reduction of carbon-halogen bonds via the trapping of carbon-centered radical intermediates with a mild hydrogen atom donor. Dehalogenations were carried out on various substrates with excellent yields at room temperature in the presence of air.

Chemical Communications (Cambridge, United Kingdom) published new progress about Dehalogenation. 17100-65-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H9BrO3, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Burde, Ameya S.; Chemler, Sherry R. published the artcile< Copper-Catalyzed Enantioselective Oxysulfenylation of Alkenols: Synthesis of Arylthiomethyl-Substituted Cyclic Ethers>, Safety of Methyl 2-bromo-4-methoxybenzoate, the main research area is alkenol disulfide copper catalyst regioselective enantioselective oxysulfenylation; phenylthiomethyl cyclic ether preparation.

A complementary approach via copper catalysis was presented. This exoselective method provides enantioenriched arylthiomethyl-substituted tetrahydrofurans, phthalans, isochromans, and morpholines from acyclic alkenols. This method provides the largest scope to date for the exocyclization mode, and with generally high enantioselectivity. The enantioselectivity of this copper-catalyzed oxysulfenylation is rationalized by a proposed mechanism involving alkene oxycupration followed by C-S bond formation via radical-mediated atom transfer.

ACS Catalysis published new progress about Alkenyl alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 17100-65-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H9BrO3, Safety of Methyl 2-bromo-4-methoxybenzoate.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Hynds, Hannah M.; Lemons, Holli E.; Willis, Jasmine D.; Bell, MarKayla J.; Bottcher, Sydney E.; Dye, Mei Lin N.; Echols, Emily T.; Garner, Edward L.; Hutchinson, Lauren E.; Phillips, Caleb M.; Stephens, Claudia P.; Gilbert, Thomas M.; Wilger, Dale J. published the artcile< Ni-Catalyzed Larock Indenone Annulation with Aliphatic- and Silyl-Substituted Alkynes Supported by Mechanistic Analysis>, Recommanded Product: Methyl 2-bromo-4-methoxybenzoate, the main research area is nickel catalyzed Larock annulation reaction ortho bromobenzoate alkyne; indenone derivative preparation.

A Ni-catalyzed annulation reaction to synthesize indenones is reported. The reaction provides high yields and regioselectivities when aliphatic- and silyl-substituted alkynes are employed. Both were challenging and underused substrate classes. Several mechanistic observations aided in the development of this reaction, including that β-hydride elimination is turnover-limiting for ortho-halogenated aldehyde substrates and that alkyne dissociation is rate-limiting for internal aliphatic alkynes. The authors anticipate that these methods will be rapidly adopted due to their synthetic ease and inherent versatility. The authors also anticipate that the mechanistic conclusions will inform further reaction development.

Organometallics published new progress about Alkynes Role: PEP (Physical, Engineering or Chemical Process), PRP (Properties), RCT (Reactant), PROC (Process), RACT (Reactant or Reagent). 17100-65-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H9BrO3, Recommanded Product: Methyl 2-bromo-4-methoxybenzoate.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Berhane, Ilyas A.; Burde, Ameya S.; Kennedy-Ellis, Jonathan J.; Zurek, Eva; Chemler, Sherry R. published the artcile< Copper-catalyzed enantioselective alkene carboetherification for the synthesis of saturated six-membered cyclic ethers>, Synthetic Route of 17100-65-1, the main research area is six membered cyclic ether preparation enantioselective; alkene carboetherification copper catalyzed.

The enantioselective copper-catalyzed oxidative coupling of alkenols with styrenes for the construction of dihydropyrans, isochromans, pyrans and morpholines, e.g., I was reported. A concise formal synthesis of a σ1 receptor ligand using this alkene carboetherification methodol. was demonstrated. Ligand, solvent and base all impact reaction efficiency. DFT transition state calculations were presented.

Chemical Communications (Cambridge, United Kingdom) published new progress about Alkenes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 17100-65-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H9BrO3, Synthetic Route of 17100-65-1.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wang, Jianchun; Li, Renhe; Dong, Zhe; Liu, Peng; Dong, Guangbin published the artcile< Complementary site-selectivity in arene functionalization enabled by overcoming the ortho constraint in palladium/norbornene catalysis>, SDS of cas: 17100-65-1, the main research area is haloarene amine alkene palladium norbornene regioselective aromatic substitution catalyst; alkenyl amino arene preparation.

Achieving site-selectivity in arene functionalization that is complementary to the site-selectivity from electrophilic aromatic substitution reactions has been a long-standing quest in organic synthesis. Palladium/norbornene cooperative catalysis potentially offers a unique approach to this problem, but its use has been hampered by the ortho constraint, which is the requirement of an ortho substituent for mono ortho functionalization of haloarenes. Here, we show that such a challenge could be addressed using a new class of bridgehead-modified norbornenes, thereby enabling a broadly useful strategy for arene functionalization with complementary site-selectivity. A range of ortho-unsubstituted aryl iodides, previously problematic substrates, can now be employed to provide mono ortho-functionalized products effectively. This method is applicable for late-stage functionalization of complex bioactive mols. at positions that are difficult to reach by conventional approaches.

Nature Chemistry published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 17100-65-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H9BrO3, SDS of cas: 17100-65-1.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Elliott, Michael; Janes, Norman F.; Pearson, B. C. published the artcile< Pyrethrins and related compounds. IX. Alkenylbenzyl and benzylbenzyl chrysanthemates>, HPLC of Formula: 17100-65-1, the main research area is CHRYSANTHEMATES BENZYL; BENZYL CHRYSANTHEMATES; PYRETHRINS.

The syntheses of 4-allylbenzyl, 4-benzylbenzyl and other related benzyl chrysanthemates are described. The benzyl alcs. were made by reduction of benzoic esters if these were readily available; otherwise they were made either by Grignard reactions of appropriately substituted bromobenzenes with HCHO, or by reactions of alkenyl halides with Grignard derivatives of bromobenzyl alcs. in which the hydroxyl group was protected as its tetrahydropyranyl ether. 32 references.

Journal of the Science of Food and Agriculture published new progress about 17100-65-1. 17100-65-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H9BrO3, HPLC of Formula: 17100-65-1.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary