Month: October 2022

Zhou, Chao; Diao, Pinhui; Li, Xiaoji; Ge, Yanqin; Guo, Cheng published the artcile< Facile photochemical synthesis of α-ketoamides and quinoxalines from amines and benzoylacetonitrile under mild conditions>, COA of Formula: C9H6ClNO, the main research area is acyl acetonitrile amine photochem oxidative coupling reaction; ketoamide preparation; phenylenediamine acyl acetonitrile photochem cyclocondensation reaction; arylquinoxaline carbonitrile preparation.

A selective protocol for the synthesis of either α-ketoamides or quinoxaline derivatives under the same reaction conditions was achieved simply by varying substitution number of amino-groups. The method features metal-free, room temperature and broad substrate scope as well as no extra oxidant. This process applied to various substituent groups and provided products in moderate to good yield. Finally, a rational mechanism was proposed.

Chinese Chemical Letters published new progress about Amides, oxo Role: SPN (Synthetic Preparation), PREP (Preparation). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, COA of Formula: C9H6ClNO.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Tian, Shi-Kai; Hong, Ran; Deng, Li published the artcile< Catalytic Asymmetric Cyanosilylation of Ketones with Chiral Lewis Base>, SDS of cas: 6136-93-2, the main research area is ketone dialkoxy catalytic asym cyanosilylation chiral Lewis base; cyanohydrin silylated asym synthesis; cinchona alkaloid chiral catalyst enantioselective cyanosilylation dialkoxy ketone.

A highly enantioselective cyanosilylation of α,α-dialkoxy ketones R1COCH(OR2) (R1 = Me, Me2CH, n-Bu, Ph, 4-MeOC6H4, PhCH2, PhCH:CH, PhCC, etc.; R2 = Et, n-Pr) with trimethylsilyl cyanide catalyzed by modified cinchona alkaloids was developed. This reaction is the first highly enantioselective cyanosilylation of ketones catalyzed by an organic chiral Lewis base and, combined with the versatility of the acetal functionality, provides a broadly useful synthetic method for chiral building blocks bearing quaternary stereocenters. Acetal ketones, readily accessible but previously unexplored in asym. synthesis, demonstrate unusual reactivity and selectivity toward the nucleophilic cyanosilylation, thereby suggesting that they may be interesting substrates for other catalytic enantioselective reactions.

Journal of the American Chemical Society published new progress about Addition reaction, stereoselective (cyanosilylation). 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, SDS of cas: 6136-93-2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Liu, Jian; Jian, Tianying; Sebhat, Iyassu; Nargund, Ravi published the artcile< Preparation of 2,3-dihydro-1H-spiro[isoquinoline-4,4'-piperidine] via an N-sulfonyl Pictet-Spengler reaction>, Quality Control of 658-99-1, the main research area is spiro isoquinoline piperidine dihydro preparation sulfonyl Pictet Spengler reaction.

A high yielding synthesis of variously substituted 2,3-dihydro-1H-spiro[isoquinoline-4,4′-piperidine] is reported. N-(2-nitrophenyl)sulfonyl was successfully used as both an activating and protecting group for the key Pictet-Spengler reaction.

Tetrahedron Letters published new progress about Nitriles Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 658-99-1 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H5F2N, Quality Control of 658-99-1.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Ujjinamatada, Ravi K.; Agasimundin, Yankanagouda S.; Zhang, Peng; Hosmane, Ramachandra S.; Schuessler, Roman; Borowski, Peter; Kalicharran, Kishna; Fattom, Ali published the artcile< A Novel Imidazole Nucleoside Containing a Diamino-dihydro-S-triazine as a Substituent: Inhibitory Activity Against the West Nile Virus NTPase/Helicase>, Recommanded Product: 2,2-Diethoxyacetonitrile, the main research area is condensation ring enlargement guanosine imidazodiazepine guanidine deoxyerythropentofuranosyl ethoxycarbonylimidazolecarbaldehyde; helicase West Nile virus antiviral imidazole nucleoside aminodihydrotriazine synthesis; West Nile virus NTPase antiviral imidazole nucleoside aminodihydrotriazine synthesis.

The attempted synthesis of a ring-expanded guanosine containing the imidazo[4,5-e][1,3]diazepine ring system by condensation of 1-(2′-deoxy-β-D-erythropentofuranosyl)-4-ethoxycarbonylimidazole-5-carbaldehyde with guanidine resulted in the formation of an unexpected product, 1-(2′-deoxy-β-D-erythropentofuranosyl)-5-(2,4-diamino-3,6-dihydro-1,3,5-triazin-6-yl)imidazole-4-carboxamide (I). The structure as well as the pathway of formation of I was corroborated by isolation of the intermediate, followed by its conversion to the product. Nucleoside I showed promising in vitro anti-helicase activity against the West Nile virus NTPase/helicase with an IC50 of 3-10 μg/mL.

Nucleosides, Nucleotides & Nucleic Acids published new progress about Antiviral agents. 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, Recommanded Product: 2,2-Diethoxyacetonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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

Sawyer, J. Scott; Beight, Douglas W.; Britt, Karen S.; Anderson, Bryan D.; Campbell, Robert M.; Goodson, Theodore; Herron, David K.; Li, Hong-Yu; McMillen, William T.; Mort, Nicholas; Parsons, Stephen; Smith, Edward C. R.; Wagner, Jill R.; Yan, Lei; Zhang, Faming; Yingling, Jonathan M. published the artcile< Synthesis and activity of new aryl- and heteroaryl-substituted 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole inhibitors of the transforming growth factor-β type I receptor kinase domain>, SDS of cas: 658-99-1, the main research area is dihydropyrrolopyrazole preparation transforming growth factor receptor kinase domain inhibitor; pyrrolopyrazole dihydro aryl heteroaryl preparation; pyrazole heteroaryl preparation structure activity relationship growth factor inhibitor; crystal structure dihydropyrrolopyrazole phenyl quinolinyl bound kinase domain.

We have expanded our previously reported series of pyrazole-based inhibitors of the TGF-β type I receptor kinase domain (TβR-I) to now include new 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole analogs. Limited examination of the SAR of this new series in both enzyme and cell based in vitro assays has revealed selectivity differences with respect to p38 MAP kinase (p38 MAPK) depending on the nature of the warhead’ group on the dihydropyrrolopyrazole ring. As with our original pyrazole series, Ph substituents tended to show greater selectivity against p38 MAPK than those comprised of the quinoline-4-yl moiety. We have also achieved co-crystallization and X-ray anal. of compounds I and II, two potent examples of this new series, with the TβR-I receptor kinase domain.

Bioorganic & Medicinal Chemistry Letters published new progress about Animal cell line (p3TP Lux). 658-99-1 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H5F2N, SDS of cas: 658-99-1.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Luo, Min; Groaz, Elisabetta; De Jonghe, Steven; Schols, Dominique; Herdewijn, Piet published the artcile< Synthesis and anti-HIV activity of guanine modified fluorinated acyclic nucleoside phosphonate derivatives>, SDS of cas: 69205-79-4, the main research area is acyclic nucleoside phosphonate preparation anti HIV activity evaluation; HIV; Mitsunobu reaction, prodrugs; acyclic nucleoside phosphonates; antiviral activity; cytotoxicity.

The preparation of an unprecedented series of nucleobase-modified 3-fluoro-2-(phosphonomethoxy)propyl (FPMP) acyclic nucleosides in both their (R) and (S) enantiomerically pure forms is described. The synthesis focused on a Mitsunobu alkylation reaction to construct the C-N(9) bond between a chiral fluorinated side-chain residue and 6- or 7-modified guanine analogs. Prodrugs of FPMP-7-deazaguanine were also synthesized by derivatization of the corresponding phosphonic acid functionality with (bis)diamyl aspartate amidate groups, leading to moderate activity against human immunodeficiency virus type 1 (HIV-1).

Chemistry & Biodiversity published new progress about Anti-HIV agents. 69205-79-4 belongs to class nitriles-buliding-blocks, and the molecular formula is C7H5N5O, SDS of cas: 69205-79-4.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Tan, Xiangyu; Gu, Qianqian; Yang, Xingjiang; Yang, Yingying; Hu, Bingwei; Mao, Shuai; Lin, Jun; Jin, Yi published the artcile< Palladium-Catalyzed [2+3] Cycloaddition/Cross-Coupling Reaction: Z/E and Diastereoselective Synthesis of Dendralene-Functionalized Dihydrofurans>, Name: 3-(3-Chlorophenyl)-3-oxopropanenitrile, the main research area is dendralene dihydrofuran preparation diastereoselective; allenyl acetate oxonitrile cycloaddition cross coupling palladium catalyst.

Herein, a Pd-catalyzed [2+3] cycloaddition/cross-coupling reaction of allenyl acetates R(OAc)CH=C=CH2 (R = Ph, 4-phenylphenyl, naphthalen-1-yl, thiophen-3-yl, etc.) for the Z/E selective and diastereoselective synthesis of dendralene-functionalized dihydrofurans I (R1 = Ph, 4-fluorophenyl, cyclopropyl, furan-2-yl, etc.) were described. Remarkably, mechanistic studies show the formation of an epoxide from a carbonyl bond via cycloaddition, which is practically and mechanistically significant for the construction of other bioactive heterocyclic epoxides. This research also revealed the utility and potential of allenic esters as C2 synthons and 1,2-biselectrophiles in cycloaddition reactions.

Organic Letters published new progress about [3+2] Cycloaddition reaction. 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

Gonzalez-Fernandez, Rebeca; Crochet, Pascale; Cadierno, Victorio published the artcile< Synthesis of β-hydroxyamides through ruthenium-catalyzed hydration/transfer hydrogenation of β-ketonitriles in water: Scope and limitations>, Category: nitriles-buliding-blocks, the main research area is ketonitrile preparation ruthenium catalyst tandem hydration transfer hydrogenation; hydroxyamide preparation.

A cascade process for the straightforward one-pot conversion of β-ketonitriles into β-hydroxyamides was reported. The process, that proceeded in water employing the arene-ruthenium(II) complex [RuCl2(η6-p-cymene){P(4-C6H4F)2Cl}] as catalyst in combination with sodium formate involved the initial hydration of the β-ketonitrile substrates to generate the corresponding β-ketoamide intermediates which subsequently undergo the transfer hydrogenation (TH) of the carbonyl group. Employing a family of forty different β-ketonitriles featuring diverse substitution patterns, the scope and limitations of the processed was established.

Journal of Organometallic Chemistry published new progress about Amides, hydroxy Role: SPN (Synthetic Preparation), PREP (Preparation). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Sheng, Cheng; Ling, Zheng; Ahmad, Tanveer; Xie, Fang; Zhang, Wanbin published the artcile< Copper-Catalyzed Regioselective [3+3] Annulations of Alkynyl Ketimines with α-Cyano Ketones: the Synthesis of Polysubstituted 4H-Pyran Derivatives with a CF3-Containing Quaternary Center>, Application In Synthesis of 21667-62-9, the main research area is trifluoromethyl pyran preparation regioselective enantioselective; alkynyl ketimine cyano ketone ring closing reaction copper catalyst; [3+3] annulations; copper catalyzed; polysubstituted 4H-pyran derivatives.

Regioselective [3+3] annulation of alkynyl ketimines R1CCC(=NR)(CF3) (R1 = benzyl, naphthalen-1-yl, triethylsilyl, etc.; R = Boc) with α-cyano ketones R2C(O)CH2CN (R2 = Et, 4-methylphenyl, thiophen-2-yl, etc.) for the synthesis of polysubstituted 4H-pyran derivatives I with a quaternary CF3-containing center has been realized by using Cu(OAc)2 as the catalyst. The novel strategy tolerates a wide range of α-CF3 alkynyl ketimines and α-cyano ketones with both aryl and alkyl substituents. A preliminary asym. synthesis of chiral product II (R3 = Ph, 4-MeC6H4, 4-ClC6H4, etc.; R4 = Boc, Cbz) has been attempted by using copper and chiral thiourea as the cocatalyst with excellent yields (86-99%) and good enantioselectivities (71-78% ee). Furthermore, product I (R = Boc; R1 = R2 = Ph) could be obtained on a gram-scale reaction with 75% yield and 99% ee after recrystallization Several products were also transformed readily. Control experiments indicate that the reaction involves a process with a base-catalyzed or chiral thiourea-catalyzed Mannich-type reaction followed by a highly regioselective copper-catalyzed ring-closing reaction on the alkynyl moiety in a 6-endo-dig fashion.

Chemistry – A European Journal published new progress about [3+3] Cycloaddition reaction (regio-, stereoselective). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Application In Synthesis of 21667-62-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts