Day: November 29, 2022

Li, Peijun published the artcileThe Direct Decarboxylative N-Alkylation of Azoles, Sulfonamides, Ureas, and Carbamates with Carboxylic Acids via Photoredox Catalysis, Category: isoquinoline, the main research area is alkyl heterocycle preparation; carboxylic acid azole decarboxylative alkylation photo catalyst.

A method for direct decarboxylative C-N coupling of carboxylic acids RC(O)OH (R = naphthalen-1-yl, 2-phenylpropan-2-yl, 1,2,3,4-tetrahydronaphthalen-1-yl, etc.) with a range of nitrogen nucleophiles, e.g., 5-(4-bromophenyl)-2H-1,2,3,4-tetrazol-2-yl has been described. This platform employs visible-light-mediated photoredox catalysis and an iodine(III) reagent to generate carbocation intermediates directly from aliphatic carboxylic acids via a radical-polar crossover mechanism. A variety of C-N bond-containing products, e.g., I are constructed from a diverse array of nitrogen heterocycles, including pyrazoles, imidazoles, indazoles, and purine bases. Furthermore, sulfonamides, ureas, and carbamates can also be utilized as a nucleophile to generate a selection of N-alkylated products. Notably, a two-step approach to construct free amines directly from the carboxylic acids is accomplished using Cbz-protected amine as a nucleophile.

Organic Letters published new progress about Alkylation catalysts. 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Chen, Zekun published the artcileUV-Visible Absorption Spectra of Solvated Molecules by Quantum Chemical Machine Learning, Related Products of isoquinoline, the main research area is aromatic mol UV Visible absorption spectra quantum chem learning.

Predicting UV-visible absorption spectra is essential to understand photochem. processes and design energy materials. Quantum chem. methods can deliver accurate calculations of UV-visible absorption spectra, but they are computationally expensive, especially for large systems or when one computes line shapes from thermal averages Here, we present an approach to predict UV-visible absorption spectra of solvated aromatic mols. by quantum chem. (QC) and machine learning (ML). We show that a ML model, trained on the high-level QC calculation of the excitation energy of a set of aromatic mols., can accurately predict the line shape of the lowest-energy UV-visible absorption band of several related mols. with less than 0.1 eV deviation with respect to reference exptl. spectra. Applying linear decomposition anal. on the excitation energies, we unveil that our ML models probe vertical excitations of these aromatic mols. primarily by learning the at. environment of their Ph rings, which align with the phys. origin of the π →π* electronic transition. Our study provides an effective workflow that combines ML with quantum chem. methods to accelerate the calculations of UV-visible absorption spectra for various mol. systems.

Journal of Chemical Theory and Computation published new progress about Electronic transition. 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Related Products of isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Hong, Cynthia M. published the artcileThe development of a commercial manufacturing route to 2-fluoroadenine, the key unnatural nucleobase of islatravir, Category: isoquinoline, the main research area is guanine regioselective fluorination; fluoroadenine preparation.

Synthesis of a key fragment of islatravir (MK-8591), a novel nucleoside reverse transcriptase translocation inhibitor (NRTTI) currently under investigation for treatment and pre-exposure prophylaxis (PrEP) against HIV infection was discussed. The fragment, the unnatural nucleobase 2-fluoroadenine, was incorporated into MK-8591 via a biocatalytic aldol-glycosylation cascade, which imposed stringent requirements for its synthesis and isolation. Presented herein was the development work leading to a practical, scalable route from guanine, featuring a dual fluorination approach to a novel 9-THP-2,6-difluoropurine intermediate that enables a mild, highly selective, direct amination. This one-pot fluorination/amination sequence utilized a direct isolation to deliver high purity 9-THP-2-fluoroadenine, which features ideal properties with respect to reactivity, solubility, and crystallinity. An acid-catalyzed liberation of 2-fluoroadenine in aqueous buffer delivers the appropriate purity profile to facilitate the enzymic cascade to access MK-8591.

Organic Process Research & Development published new progress about Dissociation constant. 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Zhan, Yanling published the artcileElectrochemical Oxidative C-H Cyanation of Quinoxalin-2(1H)-ones with TMSCN, Recommanded Product: 1,3-Dimethoxybenzene, the main research area is quinoxalinone trimethylsilyl cyanide buffer regioselective electrochem oxidative cyanation; cyanated quinoxalinone preparation.

Both quinoxalin-2(1H)-ones and nitriles are valuable organic compounds, and it is an interesting task to introduce cyano into quinoxalin-2(1H)-ones. Herein a regioselective C-H cyanation of quinoxalin-2(1H)-ones was developed with a nucleophilic cyano source TMSCN under electrochem. oxidative conditions. This process allowed the synthesis of C3 cyanated quinoxalin-2(1H)-ones, I (R1 = H, 7-Cl, 7-Br, 6,7-di-Me, etc.; R2 = H, Me, Et, allyl, Ph, Bn, etc.) in moderate to excellent yields in the absence of transition-metal catalysts and organic hydroperoxides.

European Journal of Organic Chemistry published new progress about Cyanation (Oxidative). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Recommanded Product: 1,3-Dimethoxybenzene.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Baranov, Vladimir V. published the artcileA first synthesis of 8- and 8,10-substituted barbiturils and their thio analogues, Recommanded Product: 1-Methylurea, the main research area is barbituril preparation; alkyl urea formaldehyde barbituric acid multicomponent condensation.

Multicomponent condensations of alkyl(thio)ureas R1NHC(=X)NHR2 (R1 = Me, Et; R2 = H, Me, Et; X = O, S), formaldehyde and (thio)barbituric acids as 1,3-diazinane-2,4,6-trione, 2-sulfanylidene-1,3-diazinane-4,6-dione afford new spiro heterocyclic compounds, I (Y = O, S) viz., 8- and 8,10-substituted 2,4,8,10-tetraazaspiro[5.5]undecane-1,3,5,9-tetraones (barbiturils) and their thio analogs.

Mendeleev Communications published new progress about Condensation reaction. 598-50-5 belongs to class isoquinoline, name is 1-Methylurea, and the molecular formula is C2H6N2O, Recommanded Product: 1-Methylurea.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Qin, Ling-yan published the artcileAn improved and practical synthesis of Fmoc Rink linker, HPLC of Formula: 151-10-0, the main research area is solid phase peptide synthesis Fmoc Rink linker solvent effect; hydroxybenzaldehyde ethyl bromoacetate oxidation Friedel Crafts acylation Lewis acid; hydrolysis reductive amination hydroxylamine hydrogenation zinc catalyst condensation fluorenylmethoxycarbonyl.

Fmoc Rink linker (Fmoc = 9-fluorenylmethoxycarbonyl) is a widely used peptide-resin linker in the solid-phase synthesis of peptide-amides. This paper describes an improved and practical eight-step synthetic approach for this compound in a 50% overall yield, using p-hydroxybenzaldehyde as the starting material. The procedure is operationally simple and amenable to scale-up synthesis.

Journal of Chemical Research published new progress about Condensation reaction. 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, HPLC of Formula: 151-10-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Dastjerdi, Neda Mollakarimi published the artcileUltrasound-promoted green approach for the synthesis of multisubstituted pyridines using stable and reusable SBA-15@ADMPT/H5PW10V2O40 nanocatalyst at room temperature, SDS of cas: 86-51-1, the main research area is silica ADMPT nanocatalyst pyridine synthesis room temperature.

A facile one-pot protocol for the synthesis of 2-amino-3-cyanopyridins using SBA-15@Triazine/H5PW10V2O40 as an efficient catalyst under ultrasonic conditions has been developed. The nanohybrid catalyst was prepared by the chem. anchoring of Keggin heteropolyacid H5PW10V2O40 onto the surface of SBA-15 mesoporous silica modified with 2-APTS -4,6-bis(3,5-dimethyl-1H-pyrazol- 1-yl)-1,3,5-triazine (ADMPT) linker. Then the nanohybrid was used as a green, efficient, eco-friendly, and highly recyclable catalyst for the one-pot and multi-component synthesis of 2-amino-3-cyanopyridin derivatives from the reaction of aldehydes, malononitrile, cyclic ketones and ammonium acetate under ultrasound waves with good to excellent yields (79-95%) and in a short span of time. This nanocatalyst was characterized by using FT-IR, XRD, SEM, TEM, BET, and EDX techniques.

Green Chemistry Letters and Reviews published new progress about Condensation reaction. 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, SDS of cas: 86-51-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Peng, Panpan published the artcileSynthesis of energetic salts containing three heterocyclic anions by a one-pot condensation reaction, Formula: C2H5N5, the main research area is energetic salt heterocyclic anion preparation one pot reaction safety.

Heterocyclic energetic salts are extensively used in energetic materials due to their excellent mol. designability. Generally, most inorganic or organic anionic energetic ionic salts contain only one anion or two anions at most. Thus far, energetic ion salts containing three organic energetic anions have not been reported. In this study, we develop a new method for the preparation of energetic ion salts containing three heterocyclic anions via a one-step one-pot condensation reaction. The proposed strategy is based on aldehydes, aminoguanidine salts, and heterocyclic energetic ionic salts. In this work, energetic salt 1 containing three 5-nitrotetrazole anions and energetic salt 2 containing three 3,5-dinitro-1,2,4-triazole anions were successfully synthesized. The results of NMR, IR, and MS proved that the products (1 and 2) contain three heterocyclic anions. The energetic test results indicate that products 1 and 2 have extremely high decomposition temperatures (250 °C and 308 °C) and exhibit low sensitivities (for both 1 and 2, FS > 360 N, IS > 40 J). Meanwhile, their detonation velocities (7306 m s-1 and 7375 m s-1) and detonation pressures (18.3 GPa and 19.7 GPa) are better than those of TNT. This indicates that 1 and 2 have great potential to be applied as heat-resistant insensitive explosives. In addition, the X-ray diffraction results of the non-energetic, p-toluenesulfonic acid anions of product 3 not only further verify the structure of the three heterocyclic anions mentioned above, but also confirm the universality of this method.

New Journal of Chemistry published new progress about Condensation reaction. 1455-77-2 belongs to class isoquinoline, name is 3,5-Diamino-1,2,4-triazole, and the molecular formula is C2H5N5, Formula: C2H5N5.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Peng, Panpan published the artcileSynthesis of energetic salts containing three heterocyclic anions by a one-pot condensation reaction, Application of 3,5-Diamino-1,2,4-triazole, the main research area is energetic salt heterocyclic anion preparation one pot reaction safety.

Heterocyclic energetic salts are extensively used in energetic materials due to their excellent mol. designability. Generally, most inorganic or organic anionic energetic ionic salts contain only one anion or two anions at most. Thus far, energetic ion salts containing three organic energetic anions have not been reported. In this study, we develop a new method for the preparation of energetic ion salts containing three heterocyclic anions via a one-step one-pot condensation reaction. The proposed strategy is based on aldehydes, aminoguanidine salts, and heterocyclic energetic ionic salts. In this work, energetic salt 1 containing three 5-nitrotetrazole anions and energetic salt 2 containing three 3,5-dinitro-1,2,4-triazole anions were successfully synthesized. The results of NMR, IR, and MS proved that the products (1 and 2) contain three heterocyclic anions. The energetic test results indicate that products 1 and 2 have extremely high decomposition temperatures (250 °C and 308 °C) and exhibit low sensitivities (for both 1 and 2, FS > 360 N, IS > 40 J). Meanwhile, their detonation velocities (7306 m s-1 and 7375 m s-1) and detonation pressures (18.3 GPa and 19.7 GPa) are better than those of TNT. This indicates that 1 and 2 have great potential to be applied as heat-resistant insensitive explosives. In addition, the X-ray diffraction results of the non-energetic, p-toluenesulfonic acid anions of product 3 not only further verify the structure of the three heterocyclic anions mentioned above, but also confirm the universality of this method.

New Journal of Chemistry published new progress about Condensation reaction. 1455-77-2 belongs to class isoquinoline, name is 3,5-Diamino-1,2,4-triazole, and the molecular formula is C2H5N5, Application of 3,5-Diamino-1,2,4-triazole.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Bakibaev, Abdigali A. published the artcileSynthesis of glycolurils and hydantoins by reaction of urea and 1, 2-dicarbonyl compounds using etidronic acid as a “”green catalyst””, Formula: C2H6N2O, the main research area is glycoluril green preparation; hydantoin green preparation; urea dicarbonyl compound condensation etidronic acid catalyst.

A new, rather simple and efficient method for the synthesis of a number of glycoluryls I [R1 = H, Me; R2 = H, Me; R3 = H, Me, Ph; R4 = H, Me, Ph] and hydantoins II [R5 = H, Me] in water using a etidronic acid (HEDP) as green catalyst was developed. So, for the first time, the condensation reaction of ureas with 1,2-dicarbonyl compounds was carried out in the presence of HEDP. Also based on NMR studies, a chemism of these reactions, which is stepwise, was proposed. The remaining aqueous filtrate containing HEDP after the reaction could be reused for other cycles synthesis of glycoluril and other compounds, because HEDP was not converted during the reaction.

Journal of Heterocyclic Chemistry published new progress about Condensation reaction. 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