Category: 38487-85-3

Hofmann, Fabian; Gaertner, Cornelius; Kretzschmar, Martin; Schneider, Christoph published the artcile< Asymmetric Synthesis of Fused Tetrahydroquinolines via Intramolecular Aza-Diels-Alder Reaction of ortho-Quinone Methide Imines>, Name: 2-Amino-4-methoxybenzonitrile, the main research area is fused tetrahydroquinoline diastereoselective enantioselective; quinone methide aza Diels Alder chiral Bronsted acid catalyst.

In this concept, the chem. of chiral Bronsted acid bound ortho-quinone methide imines e.g., I was combined to generate a range of interesting fused tetrahydroquinolines e.g., II in a diastereo- and enantioselective manner.

Synthesis published new progress about Aza-Diels-Alder reaction (stereoselective). 38487-85-3 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H8N2O, Name: 2-Amino-4-methoxybenzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Ressmann, Anna K.; Schwendenwein, Daniel; Leonhartsberger, Simon; Mihovilovic, Marko D.; Bornscheuer, Uwe T.; Winkler, Margit; Rudroff, Florian published the artcile< Substrate-Independent High-Throughput Assay for the Quantification of Aldehydes>, Computed Properties of 38487-85-3, the main research area is aldehyde quantification high throughput assay aminobenzamidoxime derivative.

The selective and direct reduction of carboxylic acids into the corresponding aldehydes by chem. methods is still a challenging task in synthesis. Several reductive and oxidative chem. methods are known to produce aldehydes, but most of them require expensive reagents, special reaction conditions, are 2-step procedures and often lack chemoselectivity. Nature provides an elegant tool, so called carboxylic acid reductases (CARs) for the direct reduction of carboxylic acids to aldehydes. Discovery as well as engineering of novel CAR enzymes necessitates a robust, product selective high-throughput assay (HTA). The authors report a simple and fast HTA that allows the substrate-independent and chemoselective quantification of aldehydes (irresp. of their chem. structure) and is sensitive to the nM range. The HTA was validated by NMR and GC analyses and in microbial cells by reexamination of the substrate scope of CAR from Nocardia iowensis (CARNi). The results were fully consistent with reported data.

Advanced Synthesis & Catalysis published new progress about Aldehydes Role: ANT (Analyte), RCT (Reactant), SPN (Synthetic Preparation), ANST (Analytical Study), RACT (Reactant or Reagent), PREP (Preparation). 38487-85-3 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H8N2O, Computed Properties of 38487-85-3.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zhang, Hao; Chen, Peiqi; Yang, Hesi; Ma, Shiqiang; Wang, Zemin; Xie, Xingang; Wang, Xiaolei; Li, Huilin; She, Xuegong published the artcile< A Strategy to Construct cis-Hydrocarbazole via Nickel/Lewis Acid Dual-Catalyzed Arylcyanation>, Application In Synthesis of 38487-85-3, the main research area is cis hydrocarbazole preparation diasteroselective; allylic aniline arylcyanation nickel Lewis acid catalyst.

A strategy for the synthesis of cis-hydrocarbazoles I [R1 = H, 6-Me, 7-F, etc.; R2 = Me, Et, Bn; R3 = H, Me; R4 = H, Me; R3R4 = O(CH2)2O] with a C3 quaternary carbon center was developed through Ni/Lewis acid dual-catalyzed arylcyanation of allylic anilines. A wide array of cis-hydrocarbazoles was accessed with high diastereoselectivities and atom economies in a good yield. The rich chem. of the installed nitrile group was demonstrated in the preparation of tryptamine- and tryptophol-derived cis-hydrocarbazoles.

Journal of Organic Chemistry published new progress about Anilines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (allylic). 38487-85-3 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H8N2O, Application In Synthesis of 38487-85-3.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Li, Quanzhe; Liu, Jiaxin; Wei, Yin; Shi, Min published the artcile< One-Pot Synthesis of Spirocyclopenta[a]indene Derivatives via a Cascade Ring Expansion and Intramolecular Friedel-Crafts-Type Cyclization>, Application In Synthesis of 38487-85-3, the main research area is spirocyclopentaindene derivative preparation; propargyl alc tethered alkylidenecyclobutane preparation cascade ring expansion cyclization.

A one-pot efficient synthetic approach for the rapid construction of spirocyclopenta[a]indene derivatives has been developed via an iodine-initiated cascade ring expansion and intramol. Friedel-Crafts-type cyclization from propargyl alc.-tethered alkylidenecyclobutanes under mild conditions with broad substrate scope. This cascade process can be elegantly conducted on a gram scale. A plausible reaction mechanism has been proposed on the basis of a series of deuterium labeling and control experiments

Journal of Organic Chemistry published new progress about Alcohols, propargyl Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 38487-85-3 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H8N2O, Application In Synthesis of 38487-85-3.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Chen, Ying-Chu; Faver, John C.; Ku, Angela F.; Miklossy, Gabriella; Riehle, Kevin; Bohren, Kurt M.; Ucisik, Melek N.; Matzuk, Martin M.; Yu, Zhifeng; Simmons, Nicholas published the artcile< C-N Coupling of DNA-Conjugated (Hetero)aryl Bromides and Chlorides for DNA-Encoded Chemical Library Synthesis>, Category: nitriles-buliding-blocks, the main research area is DNA encoded heteroaryl amide library synthesis.

DNA-encoded chem. library (DECL) screens are a rapid and economical tool to identify chem. starting points for drug discovery. As a robust transformation for drug discovery, palladium-catalyzed C-N coupling is a valuable synthetic method for the construction of DECL chem. matter; however, currently disclosed methods have only been demonstrated on DNA-attached (hetero)aromatic iodide and bromide electrophiles. We developed conditions utilizing an N-heterocyclic carbene-palladium catalyst that extends this reaction to the coupling of DNA-conjugated (hetero)aromatic chlorides with (hetero)aromatic and select aliphatic amine nucleophiles. In addition, we evaluated steric and electronic effects within this catalyst series, carried out a large substrate scope study on two representative (hetero)aryl bromides, and applied this newly developed method within the construction of a 63 million-membered DECL.

Bioconjugate Chemistry published new progress about Anilines Role: CMB (Combinatorial Study), RCT (Reactant), RACT (Reactant or Reagent). 38487-85-3 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H8N2O, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Romagnoli, Romeo; Prencipe, Filippo; Oliva, Paola; Kimatrai Salvador, Maria; Brancale, Andrea; Ferla, Salvatore; Hamel, Ernest; Viola, Giampietro; Bortolozzi, Roberta; Persoons, Leentje; Balzarini, Jan; Liekens, Sandra; Schols, Dominique published the artcile< Design, synthesis and biological evaluation of 2-alkoxycarbonyl-3-anilinoindoles as a new class of potent inhibitors of tubulin polymerization>, Product Details of C8H8N2O, the main research area is alkoxycarbonyl anilinoindole preparation docking tubulin polymerization SAR antiproliferative human; Antiproliferative activity; Indole; Microtubules; Structure-activity relationship; Tubulin.

A new class of inhibitors of tubulin polymerization based on 2-alkoxycarbonyl-3-(3′,4′,5′-trimethoxyanilino)indole mol. skeleton I [R1 = H, 6-Cl, 5-MeO, etc.; R2 = Me, Et, iso-Pr, etc.; R3 = Me, Et, n-Pr, Bn; X = H, MeO] was synthesized and evaluated for antiproliferative activity, inhibition of tubulin polymerization and cell cycle effects. The results presented show that methoxy substitution and location on indole nucleus played an important role in inhibition of cell growth, and the most favorable position for substituent was at C-6. In addition, a small-size ester function (methoxy/ethoxycarbonyl) at 2-position of the indole core was desirable. Also, analogs that were alkylated with Me, Et or Pr groups or had a benzyl moiety on the N-1 indolic nitrogen retained activity equivalent to those observed in the parent N-1H analogs. The most promising compounds of series I [R1 = 5-MeO, R2 = Me, R3 = H, X = H; R1 = 6-MeO, R2 = R3 = Me, X = MeO] targeted tubulin at colchicine site with antitubulin activities comparable to that of reference compound combretastatin A-4.

Bioorganic Chemistry published new progress about Antiproliferative agents. 38487-85-3 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H8N2O, Product Details of C8H8N2O.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Huang, Chun; Zhou, You; Yu, Xiao-Xiao; Wang, Li-Sheng; Wu, Yan-Dong; Wu, An-Xin published the artcile< I2/CuCl2-Copromoted Formal [4 + 1 + 1] Cyclization of Methyl Ketones, 2-Aminobenzonitriles and Ammonium Acetate: Direct Access to 2-Acyl-4-aminoquinazolines>, Electric Literature of 38487-85-3, the main research area is aminoquinazolinyl aryl methanone preparation; aryl ethanone aminobenzonitrile ammonium acetate cyclization.

An I2/CuCl2-copromoted diamination of C(sp3)-H bonds for the preparation of 2-acyl-4-aminoquinazolines I [Ar = Ph, 1-naphthyl, 4-MeOC6H4, etc.; R = 8-Me, 6-Cl, 7-MeO, etc.] from Me ketones, 2-aminobenzonitriles, and ammonium acetate was reported. This reaction featured operational simplicity, com. available substrates, mild reaction conditions, and good functional group compatibility. Mechanistic studies indicated that CuCl2 played a pivotal role in this transformation. This study uses a Me group as a novel input to construct 2-acyl-4-aminoquinazoline derivatives for the first time.

Journal of Organic Chemistry published new progress about Amination. 38487-85-3 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H8N2O, Electric Literature of 38487-85-3.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Deng, Guobo; Zhong, Ronglin; Song, Jianxin; Choy, Pui Ying; Kwong, Fuk Yee published the artcile< Assembly of Furazan-Fused Quinolines via an Expeditious Metal-Free [2+2+1] Radical Tandem Cyclization Process>, Related Products of 38487-85-3, the main research area is oxadiazoloquinoline preparation; arylketimine benzonitrile tertbutyl nitrite radical tandem heteroannulation.

A [2+2+1]-NO-segment-incorporating heteroannulative cascade is described. This versatile method, particularly using modular cyanoarylated ketimine substrates 2-CN-3-R-4-R1-5-R2C6HN=C(Me)Ar (Ar = 3-methylphenyl, 4-bromophenyl, thiophen-2-yl, etc.; R = H, Br; R1 = H, Br; R2 = H, Me, F, Cl, Br, MeO, CF3), allows efficient access to structurally diversified quinolines embedded with an oxadiazole core I. This metal-free protocol proceeds smoothly at 30°C, offers easy manipulation of substituents on the quinoline moiety, and tolerates a spectrum of functional groups. D. functional theory calculation revealed that the cyano moiety is crucial to facilitate the early cyclization step in this heteroannulation process and is different from the previously established late cyclization mechanistic interpretation.

Organic Letters published new progress about Density functional theory, B3LYP. 38487-85-3 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H8N2O, Related Products of 38487-85-3.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Gao, Xiang; Liu, Jiao; Liu, Zhaopeng; Zhang, Lei; Zuo, Xin; Chen, Leyuan; Bai, Xue; Bai, Qingyun; Wang, Xinlin; Zhou, Anning published the artcile< DBU coupled ionic liquid-catalyzed efficient synthesis of quinazolinones from CO2 and 2-aminobenzonitriles under mild conditions>, Recommanded Product: 2-Amino-4-methoxybenzonitrile, the main research area is quinazolinone preparation organic base ionic liquid catalyst; aminobenzonitrile carbon dioxide cyclization diazabicycloundecene ionic liquid catalyst.

An efficient catalytic system of organic base-coupled ionic liquids (ILs) that could catalyze the synthesis of quinazolinones I (R1 = H, OMe, Cl, Br, R2 = H; R1 = H, R2 = Cl) via cyclization of 2-aminobenzonitriles with CO2 under mild conditions (e.g., 60°C, 0.1 MPa) was reported. It was found that 1,8-diazabicyclo[5.4.0]undec-7-ene coupled with 1-butyl-3-methylimidazole acetate ionic liquids, (DBU/[Bmim][OAc]), displayed excellent performance in catalyzing the reactions of CO2 with 2-aminobenzonitriles to give compounds I in high yields at atm. pressure. Moreover, the ILs had high stability and reusability, and could be reused at least five times without considerable decrease in catalytic activity. This protocol could also be conducted on a gram scale, and may have promising and practical applications in the production of quinazolinones.

RSC Advances published new progress about Aromatic nitriles Role: RCT (Reactant), RACT (Reactant or Reagent) (amino). 38487-85-3 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H8N2O, Recommanded Product: 2-Amino-4-methoxybenzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Traboulsi, Iman; Dange, Nitin S.; Pirenne, Vincent; Robert, Frederic; Landais, Yannick published the artcile< Enantioselective Total Synthesis of (+)-Eucophylline>, HPLC of Formula: 38487-85-3, the main research area is eucophylline total enantioselective synthesis free radical cyanation; Eucophylline; Monoterpene indole Alkaloid; cyclobutane; cyclobutene; cyclopropane; radical; sulfonyl-cyanation.

The total enantioselective synthesis of (+)-eucophylline (I) was achieved using as a key-structural motif a chiral piperidinone, II, bearing the natural product all-carbon quaternary stereocenter. The elaboration of the latter is based on two strategies relying on the free-radical carbo-cyanation and sulfonyl-cyanation resp. of enantiopure substituted cyclopropenes and cyclobutenes. Co- or Ni-boride reduction of the nitrile functional group along with the cyclopropane and cyclobutane ring-opening then led to the formation of the chiral piperidinone ring. Further elaboration of the latter into the key 1-azabicyclo[3.3.1]nonane motif followed by its coupling with a 2-cyanoaniline allowed the formation of the tetrahydrobenzo[b][1,8]-naphthyridine skeleton of I, which was finally accessible in 17 steps and 5.9% overall yield from 1,1-dibromobutene.

Chemistry – A European Journal published new progress about Cyanation. 38487-85-3 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H8N2O, HPLC of Formula: 38487-85-3.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts