Category: isoquinoline

Li, Qi Yukki published the artcileDecarboxylative cross-nucleophile coupling via ligand-to-metal charge transfer photoexcitation of Cu(II) carboxylates, Safety of 4-Methoxyphenylacetic acid, the main research area is carboxylic acid nucleophile decarboxylative cross coupling photo chem.

Reactions that enable carbon-nitrogen, carbon-oxygen and carbon-carbon bond formation lie at the heart of synthetic chem. However, substrate prefunctionalization is often needed to effect such transformations without forcing reaction conditions. The development of direct coupling methods for abundant feedstock chems. is therefore highly desirable for the rapid construction of complex mol. scaffolds. Herein, a copper-mediated, net-oxidative decarboxylative coupling of carboxylic acids with diverse nucleophiles under visible-light irradn is reported. Preliminary mechanistic studies suggest that the relevant chromophore in this reaction is a Cu(II) carboxylate species assembled in situ. Authors propose that visible-light excitation to a ligand-to-metal charge transfer (LMCT) state results in a radical decarboxylation process that initiates the oxidative cross-coupling. The reaction is applicable to a wide variety of coupling partners, including complex drug mols., suggesting that this strategy for cross-nucleophile coupling would facilitate rapid compound library synthesis for the discovery of new pharmaceutical agents.

Nature Chemistry published new progress about Carboxylic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Safety of 4-Methoxyphenylacetic acid.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Lu, Dong published the artcileCopper-Catalyzed Regioselective Olefination and Trifluoromethylation of Carboxylic Acids To Give (Z)-Trifluoromethyl Enol Esters, Formula: C9H10O3, the main research area is aryl carboxylic acid trifluoromethyl trimethylsilane copper catalyst olefination trifluoromethylation; trifluoromethyl trimethylsilane aryl ether copper catalyst olefination trifluoromethylation; trifluoromethylenol ester regioselective diastereoselective preparation.

A method to produce (Z)-trifluoromethyl enol esters via the olefination and trifluoromethylation of carboxylic acids with TMSCF3 was reported. This synthetic method used inexpensive and easy-to-handle TMSCF3. It employed a com. available CuCl catalyst to transform a broad range of carboxylic acids into versatile (Z)-trifluoromethyl enol esters with good regio- and stereoselectivity. This protocol allowed the concise synthesis of highly functionalized (Z)-trifluoromethyl enol esters directly from carboxylic acids.

Organic Letters published new progress about Carboxylic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Formula: C9H10O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Huo, Xiansen published the artcileOne-Pot, Multi-Component Synthesis of Novel 2-Amino-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxamide Derivatives as Antiproliferative Agents, Synthetic Route of 1455-77-2, the main research area is amino methyl aryl triazolo pyrimidine carboxamide preparation anticancer human; benzaldehyde triazole diamine acetoacetamide Biginelli like heterocyclization catalyst TsOH.

A novel series of 2-amino-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxamide derivatives I [R1 = H, 3,4,5-tri-MeOC6H2; R2 = Ph, Bn, 3-OH-4-MeOC6H3, etc.] had been achieved successfully via an efficient one-pot three-component Biginelli-like heterocyclization reaction between different benzaldehydes, 1H-1,2,4-triazole-3,5-diamine, and N-substituted acetoacetamides in the presence of p-toluenesulfonic acid as a catalyst. Moreover, the effects of different conditions on the reaction were well investigated. In addition, cancer cell growth inhibition activity for these target compounds I was also explored, and analog I [R1 = 3,4,5-tri-MeOC6H2; R2 = 3-OH-4-MeOC6H3] demonstrated the most potent cytotoxic activity against different cancer cells. These finds indicat that 2-amino-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxamide I core could be well worth further optimization as a potential scaffold for development of anticancer agents.

ChemistrySelect published new progress about Amides, secondary Role: RCT (Reactant), RACT (Reactant or Reagent). 1455-77-2 belongs to class isoquinoline, name is 3,5-Diamino-1,2,4-triazole, and the molecular formula is C2H5N5, Synthetic Route of 1455-77-2.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Huo, Xiansen published the artcileOne-Pot, Multi-Component Synthesis of Novel 2-Amino-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxamide Derivatives as Antiproliferative Agents, SDS of cas: 1455-77-2, the main research area is amino methyl aryl triazolo pyrimidine carboxamide preparation anticancer human; benzaldehyde triazole diamine acetoacetamide Biginelli like heterocyclization catalyst TsOH.

A novel series of 2-amino-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxamide derivatives I [R1 = H, 3,4,5-tri-MeOC6H2; R2 = Ph, Bn, 3-OH-4-MeOC6H3, etc.] had been achieved successfully via an efficient one-pot three-component Biginelli-like heterocyclization reaction between different benzaldehydes, 1H-1,2,4-triazole-3,5-diamine, and N-substituted acetoacetamides in the presence of p-toluenesulfonic acid as a catalyst. Moreover, the effects of different conditions on the reaction were well investigated. In addition, cancer cell growth inhibition activity for these target compounds I was also explored, and analog I [R1 = 3,4,5-tri-MeOC6H2; R2 = 3-OH-4-MeOC6H3] demonstrated the most potent cytotoxic activity against different cancer cells. These finds indicat that 2-amino-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxamide I core could be well worth further optimization as a potential scaffold for development of anticancer agents.

ChemistrySelect published new progress about Amides, secondary Role: RCT (Reactant), RACT (Reactant or Reagent). 1455-77-2 belongs to class isoquinoline, name is 3,5-Diamino-1,2,4-triazole, and the molecular formula is C2H5N5, SDS of cas: 1455-77-2.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Hu, Sha published the artcileTfOH-Catalyzed N-H Insertion of α-Substituted-α-Diazoesters with Anilines Provides Access to Unnatural α-Amino Esters, COA of Formula: C8H11NO, the main research area is alpha amino ester preparation regioselective chemoselective; diazoester aniline insertion triflic acid catalyst.

A time-economical TfOH-catalyzed N-H insertion between anilines and α-alkyl and α-aryl-α-diazoacetates provides a straightforward approach to access unnatural α-amino esters, which readily underwent various transformations and can thus be used for the synthesis of pharmaceutically relevant mols. The α-amino esters were obtained in moderate to excellent yields.

Journal of Organic Chemistry published new progress about Amino esters Role: SPN (Synthetic Preparation), PREP (Preparation). 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, COA of Formula: C8H11NO.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Ojha, Subhadra published the artcileN-Methoxy arenesulfonamide as a Sulfonyl Equivalent For Palladium-Catalyzed Sulfonylation of Arenes Through C-H Activation, Formula: C8H10O2, the main research area is diaryl sulfone preparation; arene methoxy arenesulfonamide sulfonylation carbon hydrogen activation palladium catalyst.

A palladium-catalyzed protocol for synthesizing diaryl sulfones RS(O)2R1 (R = Ph, 1-naphthyl, 2-thienyl, etc.; R1 = Ph, 2,4,6-trimethylphenyl, 2-naphthyl, etc.) from the arenes R1H through C-H activation is described. N-methoxy arenesulfonamide RS(O)2NHOMe was exploited as a potential sulfonyl donor by the cleavage of S-N bond through a radical pathway. The present methodol. has several advantages: a simple, readily available catalytic system; the use of a stable sulfonyl donor; a relatively moderate excess of arene coupling partner for an undirected C-H activation process, along with the tolerances of aryl bromides and iodides, which in turn permits further cross-coupling reactions to afford cross-coupled sulfones.

Asian Journal of Organic Chemistry published new progress about Arenesulfonamides Role: RCT (Reactant), RACT (Reactant or Reagent). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Formula: C8H10O2.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Prasad, Sure Siva published the artcileOne-pot access to 2-amino-3-arylbenzofurans: direct entry to polyheterocyclic chemical space, Quality Control of 151-10-0, the main research area is amino arylbenzofuran preparation; aryl aldehyde trimethylsilyl cyanide aromatic alc coupling reaction.

Two efficient one-pot sequential coupling routes to 2-amino-3-arylbenzofurans and 2-amino-3-arylnaphtho[2,1-b]furans I (R = Cl, propan-2-yl, Ph, etc.; R1 = H, OMe, Ph; RR1 = -OCH2O-; R2 = H, Me; R3 = H, OMe; RR3 = -CH=CH-CH=CH-; Ar = 4-hydroxy-3-methoxyphenyl, thiophen-2-yl, 6-bromo-2H-1,3-benzodioxol-5-yl, etc.) were established. Further ring formation (six- and seven-membered rings) with the resulting amine moiety at the C2 position of benzofurans I were realized, leading to further expansion of benzofuran-based chem. space.

Organic & Biomolecular Chemistry published new progress about Aromatic alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Quality Control of 151-10-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

La, Ming published the artcileMonodentate Transient Directing Group-Assisted Palladium-Catalyzed Direct ortho-C-H Iodination of Benzaldehydes for Total Synthesis of Hernandial, Computed Properties of 86-51-1, the main research area is benzaldehyde palladium catalyst regioselective iodination; iodo benzaldehyde preparation.

The first palladium-catalyzed direct o-C-H iodination of benzaldehydes was successfully developed with the assistance of com. available 2,5-bis(trifluoromethyl)aniline as the optimal monodentate transient directing group (MonoTDG). Moderate to excellent yields and good selectivity were achieved for a broad substrate scope under mild conditions. More importantly, the synthetic application was demonstrated by a concise two-step total synthesis of the natural product hernandial, which was accomplished by merging this new MonoTDG-assisted C-H iodination and subsequent copper-catalyzed cross-coupling.

Organic Letters published new progress about Aryl iodides Role: SPN (Synthetic Preparation), PREP (Preparation). 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, Computed Properties of 86-51-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Pokluda, Adam published the artcileRobust Photocatalytic Method Using Ethylene-Bridged Flavinium Salts for the Aerobic Oxidation of Unactivated Benzylic Substrates, Formula: C2H6N2O, the main research area is ethylene bridged flavinium salt photoredox catalyst preparation fluorescence; benzyl ethylene bridged flavinium salt photocatalyst aerobic oxidation; aryl ketone preparation.

A series of ethylene-bridged flavinium salts I (R1, R2 = H, OMe, CF3, Cl; R1R2 = OCH2O; R3 = H, Me, n-octyl) has been synthesized and their photochem. and electrochem. properties have been studied. Out of these compounds, 7,8-dimethoxy-3-methyl-1,10-ethylenealloxazinium chloride I [R1 = R2 = MeO; R3 = Me; (II)] was found to be a superior photooxidation catalyst. The flavinium salt II proved to be robust enough for practical applications in benzylic oxidations/oxygenations, which was demonstrated using a series of substrates with high oxidation potential, i.e., 1-phenylethanol, ethylbenzene, diphenylmethane and diphenylmethanol derivatives substituted with electron-withdrawing groups (Cl or CF3). The unique capabilities of the compound II can be attributed to its high photostability and participation via a relatively long-lived singlet excited state, which was confirmed using spectroscopic studies, electrochem. measurements and TD-DFT calculations This allows the maximum use of the oxidation power of the compound II, which was given by its singlet excited state reduction potential of +2.4 V. This compound can be used as an alternative photocatalyst for even more difficult substrates.

Advanced Synthesis & Catalysis published new progress about Aryl ketones Role: SPN (Synthetic Preparation), PREP (Preparation). 598-50-5 belongs to class isoquinoline, name is 1-Methylurea, and the molecular formula is C2H6N2O, Formula: C2H6N2O.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Omrani, Assia published the artcileBi(OTf)3-catalyzed regioselective arylation of Morita-Baylis-Hillman type allylic electrophiles, COA of Formula: C8H10O2, the main research area is allylic electrophile arene bismuth triflate regioselective Friedel Crafts arylation; aryl alkenone preparation.

The Friedel-Crafts reaction of a wide variety of arenes and heteroarenes was accomplished, in good to excellent yields (50-98%) and with high α-regioselectivity, using Morita-Baylis-Hillman acetates. Functionalized conjugated enones were obtained under Bi(OTf)3 catalysis (10 mol%) in dichloroethane (DCE) at 50°.

Tetrahedron Letters published new progress about Aryl ketones Role: SPN (Synthetic Preparation), PREP (Preparation). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, COA of Formula: C8H10O2.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem