Category: 74317-85-4

Li, Lin-Ping published the artcileA Three-Step Process to Facilitate the Enantioselective Assembly of Cis-Fused Octahydrophenanthrenes with a Quaternary Stereocenter, Application of 2-Bromo-4-methoxybenzoic acid, the main research area is iodomethyl bromobenzene cyclohexene regioselective alkylation; bromophenylethyl cyclohexene preparation enantioselective hydrogenation oxidation; bromophenyl ethyl cyclohexane preparation intramol enolate arylation; octahydrophenanthrene preparation.

A three-step process for the enantioselective assembly of cis-fused octahydrophenanthrenes with a quaternary stereocenter was reported. This synthetic strategy relied on a regioselective γ-alkylation, a one-pot sequence of asym. hydrogenation and oxidation and an intramol. enolate arylation to facilitate the rapid and enantioselective construction of cis-fused octahydrophenanthrene scaffolds with an arylated all-carbon quaternary stereocenter concisely and efficiently.

Organic Letters published new progress about Alkylation, regioselective. 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Application of 2-Bromo-4-methoxybenzoic acid.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wang, Qian published the artcileCopper-Catalyzed Modular Assembly of Polyheterocycles, Name: 2-Bromo-4-methoxybenzoic acid, the main research area is indenoisoquinolinone preparation; indenedione benzamide preparation cyclization copper catalyst; carboxylic acid isocyanide aldehyde ammonia Ugi reaction.

Easy operation, readily accessible starting materials, and short synthesis of the privileged scaffold indeno[1,2-c]isoquinolinones I (R1 = H, 3-MeO, 2-Me, 2-NO2, etc.; R2 = H, Me, cyclopentyl, 4-chlorophenyl, etc.; R3 = tert-Bu, benzyl, 2-methoxy-2-oxoethyl, 2-ethylphenyl, etc.; R4 = H, 8,9-dimethoxy) were achieved by an multicomponent reaction (MCR)-based protocol via an ammonia-Ugi-four component reaction (4CR)/copper-catalyzed annulation sequence. The optimization and scope and limitations of this short and general sequence are described. The methodol. allows an efficient construction of a wide variety of indenoisoquinolinones I in just two steps.

Journal of Organic Chemistry published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Name: 2-Bromo-4-methoxybenzoic acid.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chu, John C. K. published the artcileZn-Catalyzed Enantio- and Diastereoselective Formal [4 + 2] Cycloaddition Involving Two Electron-Deficient Partners: Asymmetric Synthesis of Piperidines from 1-Azadienes and Nitro-Alkenes, Formula: C8H7BrO3, the main research area is zinc catalyst stereoselective formal cycloaddition azadiene nitroalkene kinetics; stereoselective preparation piperidine.

We report a catalytic asym. synthesis of piperidines, e.g. I, through [4 + 2] cycloaddition of 1-azadienes and nitro-alkenes. The reaction uses earth abundant Zn as catalyst and is highly diastereo- and regioselective. A novel BOPA ligand (F-BOPA) confers high reactivity and enantioselectivity in the process. The presence of ortho substitution on the arenes adjacent to the bis(oxazolines) was found to be particularly impactful, due to limiting the undesired coordination of 1-azadiene to the Lewis acid and thus allowing the reaction to be carried out at lower temperature A series of secondary kinetic isotope effect studies using a range of ligands implicates a stepwise mechanism for the transformation, involving an initial Michael-type addition of the imine to the nitro-alkene followed by a cyclization event. The stepwise mechanism obviates the electronic requirement inherent to a concerted mechanism, explaining the successful cycloaddition between two electron-deficient partners.

Journal of the American Chemical Society published new progress about [4+2] Cycloaddition reaction (formal stereoselective). 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Formula: C8H7BrO3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhang, Yun published the artcileChiral Phosphoric Acid Catalyzed Asymmetric Ugi Reaction by Dynamic Kinetic Resolution of the Primary Multicomponent Adduct, Related Products of bromides-buliding-blocks, the main research area is chiral phosphoric acid catalyzed asym Ugi dynamic kinetic resolution; enantioselective synthesis aryloxoisoindolinecarboxamide; formylbenzoic acid aniline isonitrile asym Ugi reaction; asymmetric synthesis; kinetic resolution; multicomponent reaction; organocatalysis; reaction mechanisms.

Reaction of isonitriles with 3-(arylamino)isobenzofuran-1(3H)-ones in the presence of a catalytic amount of an octahydro (R)-binol-derived chiral phosphoric acid afforded 3-oxo-2-arylisoindoline-1-carboxamides in high yields with good to high enantioselectivities [e.g., I + tert-BuNC → II (93% yield, 87% ee)]. An enantioselective Ugi four-center three-component reaction of 2-formylbenzoic acids, anilines, and isonitriles was subsequently developed for the synthesis of the same heterocycle. Mechanistic studies indicate that the enantioselectivity results from the dynamic kinetic resolution of the primary Ugi adduct, rather than from the C-C bond-forming process. The resulting heterocycle products are of significant medicinal importance.

Angewandte Chemie, International Edition published new progress about Anilines Role: RCT (Reactant), RACT (Reactant or Reagent). 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Related Products of bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Yu, Lin published the artcileFe3O4 nanoparticle-supported copper(I): magnetically recoverable and reusable catalyst for the synthesis of quinazolinones and bicyclic pyrimidinones, Category: bromides-buliding-blocks, the main research area is quinazolinone bicyclic pyrimidinone preparation; amidine halobenzoic acid bromocycloalkenecarboxylic acid cyclocondensation; ferrous ferric oxide nanoparticle supported copper catalyst.

A highly efficient, easily recoverable and reusable Fe3O4 magnetic nanoparticle-supported Cu(I) catalyst has been developed for the synthesis of quinazolinones I(R1 = H, 6-F, 7-MeO, 8-Me, 7-NO2, R2 = Me, Ph, cyclopropyl)and bicyclic pyrimidinones II(R = Me, Ph, cyclopropyl). In the presence of supported Cu(I) catalyst (10 mol%), amidines reacted with substituted 2-halobenzoic acids and 2-bromocycloalk-1-enecarboxylic acids to generate the corresponding N-heterocycle products in good to excellent yields at room temperature in DMF. In addition, the supported Cu(I) catalyst could be recovered at least 10 times without significant loss of its catalytic activity.

Applied Organometallic Chemistry published new progress about Amidines Role: RCT (Reactant), RACT (Reactant or Reagent). 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wang, Qian published the artcileIsoquinolone-4-Carboxylic Acids by Ammonia-Ugi-4CR and Copper-Catalyzed Domino Reaction, Category: bromides-buliding-blocks, the main research area is carboxy isoquinolone preparation green chem; benzoylaminoacetamide preparation green chem keto ester heterocyclization copper catalyst; halobenzoic acid aldehyde isocyanide ammonia multicomponent Ugi reaction.

Highly substituted isoquinolone-4-carboxylic acid I (R1 = H, 7-Me, 6-OMe, 6-NO2, etc.; R2 = H, Me, cyclopentyl, Ph, etc.; R3 = tert-Bu, 2-ethylphenyl, cyclopropylmethyl, benzyl, etc.; R4 = Me, iso-Pr, Pr, phenyl) is an important bioactive scaffold; however, it is challenging to access it in a general and short way. A Cu-catalyzed cascade reaction was successfully designed involving the Ugi postcyclization strategy by using ammonia and 2-halobenzoic acids 2-X-(R5)C6H3C(O)OH (R5 = H, 4-OMe, 5-Me, etc.; X = Br, I) as crucial building blocks. Privileged polysubstituted isoquinolin-1(2H)-ones I were constructed in a combinatorial format with generally moderate to good yields. The protocol, with a ligand-free catalytic system, shows a broad substrate scope and good functional group tolerance toward excellent mol. diversity. Free 4-carboxy-isoquinolone is now for the first time generally accessible by a convergent multicomponent reaction protocol.

Journal of Organic Chemistry published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Dethe, Dattatraya H. published the artcileAsymmetric Ru/Cinchonine Dual Catalysis for the One-Pot Synthesis of Optically Active Phthalides from Benzoic Acids and Acrylates, Product Details of C8H7BrO3, the main research area is phthalide enantioselective preparation; benzoic acid acrylate ruthenium cinchonine tandem CH activation Michael.

Herein, asym. Ru/cinchonine dual catalysis that provided straightforward access to enantioselective synthesis of C-3 substituted phthalides, e.g., I via tandem C-H activation/Michael addition was reported. The use of readily accessible and less expensive [RuCl2 (p-cym)]2 and cinchonine catalyst for the one-pot assembly of chiral phthalides greatly overcame the present trend of using highly sophisticated catalysts. The developed method provided access to both enantiomers of a product using pseudo enantiomeric cinchona alkaloids as catalysts streamlining the synthesis of phthalide in both the optically active forms.

Journal of Organic Chemistry published new progress about Benzoic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Product Details of C8H7BrO3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wei, Hao published the artcileNovel atropisomeric bisphosphine ligands with a bridge across the 5,5′-position of the biphenyl for asymmetric catalysis, Synthetic Route of 74317-85-4, the main research area is biphenyl diphosphine atropisomeric preparation chiral ligand asym hydrogenation; cinnamic acid acetamido asym hydrogenation; phenylalanine substituted asym synthesis.

A new type of atropisomeric bisphosphine ligand I [X = (CH2)8, (CH2)10] with a bridge across the 5,5′-position of the biphenyl has been developed. The axial chirality of this type of ligands can be retained by macrocyclic ring strain produced from 5,5′-linkage of the biphenyl even without 6,6′-substituents on the biphenyls. Ligand (R)-I [X = (CH2)8] showed good catalytic activity and enantioselectivity for Rh(I)-catalyzed asym. hydrogenation of (Z)-α-acetamidocinnamic acids RCH:C(COOH)NHAc.

Tetrahedron: Asymmetry published new progress about Amino acids Role: SPN (Synthetic Preparation), PREP (Preparation). 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Synthetic Route of 74317-85-4.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Garcia-Gonzalez, Ma. Carmen published the artcileUgi-derived dehydroalanines as a pivotal template in the diversity oriented synthesis of aza-polyheterocycles, Related Products of bromides-buliding-blocks, the main research area is benzopyrrolizidinone benzoindolizidinone pyrazinoisoquinoline pyrazionoisoquinolindione preparation.

Various readily available, Ugi-derived dehydroalanines were used as pivotal templates to easily and efficiently assemble diverse pharmacol. important polyheterocyclic systems through a cascade palladium-catalyzed C-C bond formation processes (tandem reaction). Allyl, homoallyl and propargyl amine led to the formation of benzopyrrolizidinone derivatives, benzoindolizidinone derivatives and pyrazinoisoquinoline derivatives, resp., while benzylamines and o-bromobenzylamine were used as precursors of tetracyclic-fused systems and pyrazionoisoquinolindione derivatives Under optimized conditions the synthesis of the target compounds was achieved using dichlorobis(triphenylphosphine)palladium as a catalyst. Starting materials included 2-propen-1-amine (allyl amine), 2-iodobenzoic acid derivatives 2-bromobenzoic acid derivatives, 2-(benzoyloxy)acetaldehyde, isocyanides (isonitriles), 3-buten-1-amine (homoallyl amine). Dehydro amino acid amides (dehydroalanine derivatives) intermediates included N-[1-[[(1,1-dimethylethyl)amino]carbonyl]ethenyl]-2-iodo-N-(phenylmethyl)benzamide, thiophene derivatives, furan derivatives, pyrrole derivatives, indole derivatives The title compounds thus formed included (methylene)(oxo)pyrrolo[2,1-a]isoindolecarboxamides, (methylene)(oxo)pyrido[2,1-a]isoindolecarboxamides, isoindolo[2,1-b]isoquinolinecarboxamides, pyrazino[1,2-b]isoquinolinedione derivatives.

Chemical Communications (Cambridge, United Kingdom) published new progress about Amines, propargyl Role: RCT (Reactant), RACT (Reactant or Reagent). 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Related Products of bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wei, Dong published the artcileSynthesis of Substituted Naphthalenes by 1,4-Palladium Migration Involved Annulation with Internal Alkynes, SDS of cas: 74317-85-4, the main research area is naphthalene preparation; alkyne bromo vinylbenzene palladium migration annulation.

The palladium catalyzed annulation of 1-bromo-2-vinylbenzene derivatives with internal alkynes was realized for the efficient synthesis of substituted naphthalenes such as I [ R1 = Me, 2-thienyl, Ph, etc.; R2 = 7-Me, 7-OMe, 7-F, etc.; R3 = R4 = Me, 2-thienyl, Ph, etc.]. A controllable aryl to vinylic 1,4-palladium migration process was the key for success of this transformation. A wide variety of substituted naphthalene compounds were prepared in good to excellent yields.

Chinese Journal of Chemistry published new progress about Alkynes, internal Role: RCT (Reactant), RACT (Reactant or Reagent). 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, SDS of cas: 74317-85-4.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary