Tag: M.W=150-200

Sathiyamoorthi, Sivakumar; Almansour, Abdulrahman I.; Raju, Suresh Kumar; Natarajan, Arumugam; Kumar, Raju Ranjith published the artcile< Imidazolium ylide mediated tandem Knoevenagel-Michael-O-cyclization sequence for the synthesis of multi-substituted 4,5-dihydrofurans>, Quality Control of 21667-62-9, the main research area is benzoylacetonitrile benzaldehyde imidazolium ylide multicomponent tandem Knoevenagel Michael heterocyclization; diphenyl benzoyl dihydrofuran carbonitrile preparation diastereoselective.

The diastereoselective syntheses of novel trans aroyldiaryldihydrofurancarbonitriles I [R = H, 4-Me, 3-Cl, 4-Cl, X = H, 2-Cl, 3-Br, etc., Y = H, 4-F, 4-MeO, 4-Cl] have been achieved via a one-pot, three-component tandem protocol involving aroyl acetonitriles, aromatic aldehydes, and imidazolium ylides in the presence of Et3N.

Synthetic Communications published new progress about Acetophenones Role: RCT (Reactant), RACT (Reactant or Reagent). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Quality Control of 21667-62-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Xu, Kai; Liu, Hao; Hou, Yilin; Shen, Jiefeng; Liu, Delong; Zhang, Wanbin published the artcile< A Pd-catalyzed asymmetric allylic substitution cascade via an asymmetric desymmetrization for the synthesis of bicyclic dihydrofurans>, Name: 3-(3-Chlorophenyl)-3-oxopropanenitrile, the main research area is allylic mesodicarbonate oxonitrile palladium catalyst substitution; bicyclic dihydrofuran enantioselective diastereoselective regioselective preparation.

A Pd-catalyzed asym. allylic substitution cascade of allylic meso-dicarbonates with 3-oxo-nitriles was developed for the synthesis of chiral bicyclic dihydrofurans bearing two vicinal carbon stereocenters. The reaction proceeded via an asym. desymmetrization processed with the desired products being obtained in high yields and with up to 97% ee. The reaction was performed on a gram-scale and the corresponding bicyclic dihydrofurans could undergo several transformations. The methodol. provided an efficient synthetic route to biol. active chiral bicyclic dihydrofurans derivatives

Chemical Communications (Cambridge, United Kingdom) published new progress about Bicarbonates Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Name: 3-(3-Chlorophenyl)-3-oxopropanenitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Yan, Yingkun; Li, Min; Liu, Min; Huang, Min; Cao, Lianyi; Li, Wenzhe; Zhang, Xiaomei published the artcile< Sc(OTf)3-Catalyzed Dearomative [3+2] Annulation of 5-Aminoisoxazoles with Quinone Imine Ketals or Quinone Monoacetals>, HPLC of Formula: 21667-62-9, the main research area is indoline fused isoxazoline preparation diastereoselective; dihydrobenzofuran fused isoxazoline preparation diastereoselective; aminoisoxazole quinone imine ketal cyclization scandium triflate catalyst; quinone monoacetal aminoisoxazole cyclization scandium triflate catalyst.

Sc(OTf)3-catalyzed dearomative [3+2] annulations of 5-aminoisoxazoles I (R1 = Me, 4-chlorophenyl, thiophen-2-yl, etc.; R2 = Me, Et, 4-bromophenyl, 3-chlorophenyl; R3 = Me, Et) with quinone imine ketals (QIKs) II (R4 = NTs; R5 = H) and quinone monoacetals (QMAs) II (R4 = O; R5 = H, Me, Cl, Br) were reported. A variety of indoline- and 2,3-dihydrobenzofuran-fused isoxazolines III, IV were afforded in moderate to good yields with excellent diastereoselectivities (all cases >20 : 1 dr). This method featured mild reaction conditions, wide substrate scope, and gram-scale synthesis.

European Journal of Organic Chemistry published new progress about Acetals Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, HPLC of Formula: 21667-62-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Balwe, Sandip Gangadhar; Jeong, Yeon Tae published the artcile< New efficient synthesis of benzofuro[2,3-b]pyrroles utilizing a reactive nitrilium trapping approach by an acid-promoted cascade addition/cyclization sequence>, Safety of 3-(3-Chlorophenyl)-3-oxopropanenitrile, the main research area is tricyclic benzofuropyrrole preparation; hydroxybenzaldehyde aroylacetonitrile isocyanide cascade addition heterocyclization toluenesulfonic acid catalyst.

The first p-TSA.H2O-catalyzed highly efficient one-pot cascade reaction for the synthesis of novel fused tricyclic benzofuro[2,3-b]pyrroles I (R = t-Bu, Cy; R1 = H, 3-Cl, 3-Me, 4-F; R2 = H, 7-MeO, 7-EtO, 5-Br, 5-Cl) has been discovered. The reaction sequence involves a Knoevenagel condensation of 2-hydroxybenzaldehydes R3-2-HO-C6H3CHO (R3 = H, 3-MeO, 3-EtO, 5-Cl, 5-Br) with aroylacetonitriles R1C6H4C(O)CH2CN followed by subsequent nucleophilic addition of the divalent isocyano carbon to generate highly reactive nitrilium carbon, which could be readily trapped by an adjacent phenolic group of 2-hydroxybenzaldehydes to access diverse benzofuro[2,3-b]pyrroles I in one pot. This approach features a robust one-step protocol with broad substrate scope, good functional group tolerance, and promising application prospects in the synthesis of complex tricyclic N-heterocycles I.

New Journal of Chemistry published new progress about Acetonitriles Role: RCT (Reactant), RACT (Reactant or Reagent) (aroyl). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Safety of 3-(3-Chlorophenyl)-3-oxopropanenitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zhang, Ya-Kai; Wang, Bin published the artcile< Synthesis of α-Ketoamides from β-Ketonitriles and Primary Amines: A Catalyst-Free Oxidative Decyanation-Amidation Reaction>, SDS of cas: 21667-62-9, the main research area is ketoamide preparation; ketonitrile amine decyanation amidation.

AN oxidative decyanation-amidation of β-ketonitriles and primary amines readily occurs using hydrogen peroxide sodium carbonate adduct (Na2CO3·1.5H2O2), K2CO3, and 1,4-dioxane. This reaction affords α-ketoamides under mild conditions without the need of a catalyst.

European Journal of Organic Chemistry published new progress about Amidation. 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, SDS of cas: 21667-62-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Williamson, Douglas S.; Smith, Garrick P.; Mikkelsen, Gitte K.; Jensen, Thomas; Acheson-Dossang, Pamela; Badolo, Lassina; Bedford, Simon T.; Chell, Victoria; Chen, I-Jen; Dokurno, Pawel; Hentzer, Morten; Newland, Samantha; Ray, Stuart C.; Shaw, Terry; Surgenor, Allan E.; Terry, Lindsey; Wang, Yikang; Christensen, Kenneth V. published the artcile< Design and Synthesis of Pyrrolo[2,3-d]pyrimidine-Derived Leucine-Rich Repeat Kinase 2 (LRRK2) Inhibitors Using a Checkpoint Kinase 1 (CHK1)-Derived Crystallographic Surrogate>, Reference of 69205-79-4, the main research area is pyrrolopyrimidine preparation leucine rich repeat kinase Parkinson crystal structure.

Inhibitors of leucine-rich repeat kinase 2 (LRRK2) and mutants, such as G2019S, have potential utility in Parkinson’s disease treatment. Fragment hit-derived pyrrolo[2,3-d]pyrimidines underwent optimization using X-ray structures of LRRK2 kinase domain surrogates, based on checkpoint kinase 1 (CHK1) and a CHK1 10-point mutant. (2R)-2-Methylpyrrolidin-1-yl derivative I (LRRK2 G2019S cKi 0.7 nM, LE 0.66) was identified, with increased potency consistent with an X-ray structure of 18/CHK1 10-pt. mutant showing the 2-Me substituent proximal to Ala147 (Ala2016 in LRRK2). Further structure-guided elaboration of I gave the 2-[(1,3-dimethyl-1H-pyrazol-4-yl)amino] deriv II. Optimization of II afforded diastereomeric oxolan-3-yl derivatives III and IV, which demonstrated a favorable in vitro PK profile, although they displayed species disconnects in the in vivo PK profile, and a propensity for P-gp- and/or BCRP-mediated efflux in a mouse model. Compounds III and IV demonstrated high potency and exquisite selectivity for LRRK2 and utility as chem. probes for the study of LRRK2 inhibition.

Journal of Medicinal Chemistry published new progress about Crystal structure. 69205-79-4 belongs to class nitriles-buliding-blocks, and the molecular formula is C7H5N5O, Reference of 69205-79-4.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Ghosh, Kuntal; Choi, Youbin; Lee, Jae Won; Baraki, Haftom; Kim, Kwang-Pyo published the artcile< Complete nucleotide sequence analysis and identification of 7-cyano-7-deazaguanine biosynthesis-related genes in the novel Bacillus subtilis-infecting Siphoviridae family phage BSP7>, Synthetic Route of 69205-79-4, the main research area is sequence cyano deazaguanine bacteriophage Bacillus Siphoviridae.

In this study, bacteriophage BSP7, a novel Bacillus subtilis-infecting member of the family Siphoviridae, was isolated from a Korean soybean-based fermented food, Deonjang, using B. subtilis ATCC 21336 as a host. The genome is 55,455 bp long with 39.92% G+C content. A total of 70 ORFs with no tRNA were detected in the genome. A distinct feature of the BSP7 genome among B. subtilis-infecting Siphoviridae family phages is the presence of putative ORFs related to biosynthesis of 7-cyano-7-deazaguanine (PreQ0), a precursor of queuosine and archaeosine biosynthesis. Bioinformatic anal. revealed that the genome of BSP7 does not exhibit any significant similarities to other phages with sequences in the NCBI database. A comparative genomic anal. also confirmed the uniqueness of BSP7 within the family Siphoviridae. The whole genome sequence of Bacillus subtilis-infecting phage BSP7 has been deposited in GenBank database under accession number MH707430.

Archives of Virology published new progress about Antibiotic resistance. 69205-79-4 belongs to class nitriles-buliding-blocks, and the molecular formula is C7H5N5O, Synthetic Route of 69205-79-4.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Balwe, Sandip Gangadhar; Jeong, Yeon Tae published the artcile< New efficient synthesis of benzofuro[2,3-b]pyrroles utilizing a reactive nitrilium trapping approach by an acid-promoted cascade addition/cyclization sequence>, Electric Literature of 21667-62-9, the main research area is tricyclic benzofuropyrrole preparation; hydroxybenzaldehyde aroylacetonitrile isocyanide cascade addition heterocyclization toluenesulfonic acid catalyst.

The first p-TSA.H2O-catalyzed highly efficient one-pot cascade reaction for the synthesis of novel fused tricyclic benzofuro[2,3-b]pyrroles I (R = t-Bu, Cy; R1 = H, 3-Cl, 3-Me, 4-F; R2 = H, 7-MeO, 7-EtO, 5-Br, 5-Cl) has been discovered. The reaction sequence involves a Knoevenagel condensation of 2-hydroxybenzaldehydes R3-2-HO-C6H3CHO (R3 = H, 3-MeO, 3-EtO, 5-Cl, 5-Br) with aroylacetonitriles R1C6H4C(O)CH2CN followed by subsequent nucleophilic addition of the divalent isocyano carbon to generate highly reactive nitrilium carbon, which could be readily trapped by an adjacent phenolic group of 2-hydroxybenzaldehydes to access diverse benzofuro[2,3-b]pyrroles I in one pot. This approach features a robust one-step protocol with broad substrate scope, good functional group tolerance, and promising application prospects in the synthesis of complex tricyclic N-heterocycles I.

New Journal of Chemistry published new progress about Acetonitriles Role: RCT (Reactant), RACT (Reactant or Reagent) (aroyl). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Electric Literature of 21667-62-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Jung, Jihye; Braun, Jan; Czabany, Tibor; Nidetzky, Bernd published the artcile< Interplay of nucleophilic catalysis with proton transfer in the nitrile reductase QueF from Escherichia coli>, Related Products of 69205-79-4, the main research area is interplay nucleophilic catalysis proton transfer nitrile reductase QueF Escherichia.

Enzymic transformations of the nitrile group are important in biol. as well as in synthetic chem. The enzyme QueF catalyzes the conversion of 7-cyano-7-deazaguanine (preQ0) to 7-aminomethyl-7-deazaguanine (preQ1), a unique approach towards biol. four-electron reduction of a nitrile to an amine. The catalytic reaction involves a QueF-preQ0 thioimidate adduct that is converted to preQ1 in two NADPH dependent reduction steps via an imine intermediate. The QueF active site comprises a cysteine nucleophile flanked by an aspartic acid and addnl. contains a histidine. Here, we used mutagenesis of E. coli QueF (C190A, C190S, D197A, D197H, and H229A) to study the functional interplay between these enzyme residues in covalent catalysis. Substitution of Cys190 or Asp197 annihilates preQ0 covalent binding and largely disrupts the nitrile-to-amine reductase activity. The H229A variant readily forms the thioimidate adduct and is 24-fold less active for preQ0 reduction than wild-type ecQueF (kcat = 7.2 min-1). Using isothermal titration calorimetry, we show that the non-covalent step of preQ0 binding involves proton uptake mediated by Asp197 with His229 as the likely protonated group. Catalytic proton transfer from the Cys190 thiol via Asp197 to the nitrile nitrogen promotes the covalent intermediate. We suggest that protonated (charged) His229 facilitates the polarization of the substrate nitrile for nucleophilic attack on carbon by Cys190, and through proton relay via Asp197, it could provide the proton for re-protonating Cys190 during the formation of the imine intermediate.

Catalysis Science & Technology published new progress about Enzyme functional sites, active. 69205-79-4 belongs to class nitriles-buliding-blocks, and the molecular formula is C7H5N5O, Related Products of 69205-79-4.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Li, Xiuxiu; You, Cai; Yang, Yusheng; Yang, Yuhong; Li, Pan; Gu, Guoxian; Chung, Lung Wa; Lv, Hui; Zhang, Xumu published the artcile< Rhodium-catalyzed asymmetric hydrogenation of β-cyanocinnamic esters with the assistance of a single hydrogen bond in a precise position>, COA of Formula: C8H5F2N, the main research area is Pregabalin Phenibut Baclofen enantioselective preparation; beta cyano ester enantioselective preparation; cyanocinnamic ester beta asym hydrogenation rhodium catalyst.

With the assistance of hydrogen bonds, the first Rh-catalyzed asym. hydrogenation of β-cyanocinnamic esters R1CNC=CHCO2R2 [R1 = C6H5, 2-FC6H4, 2-naphthyl, etc.; stereo = Z or E] is developed, affording chiral β-cyano esters R1CNCHCHCO2R2 with excellent enantioselectivities (up to 99% ee). This novel methodol. provides an efficient and concise synthetic route to chiral GABA-derivatives such as (S)-Pregabalin, (R)-Phenibut, (R)-Baclofen. Interestingly, in this system, the catalyst with a single H-bond donor performs better than that with double H-bond donors, which is a novel discovery in the metal organocatalysis area.

Chemical Science published new progress about Aromatic nitriles Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (β-cyano esters). 658-99-1 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H5F2N, COA of Formula: C8H5F2N.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts