Month: October 2022

Zhong, De; Jiang, Feng; Shen, Siyong; Wang, Lan; Wang, Wei; Wu, Yongjun; Xiao, Yumei; Guo, Hongchao published the artcile< Formal [3+2] Annulation of Copper-Allenylidenes with 3-Oxo-3-Arylpropanenitriles: Synthesis of Tetrasubstituted Furans>, SDS of cas: 21667-62-9 , the main research area is cyano methyl arylfuranyl phenyl methylbenzenesulfonamide preparation; ethynyl benzoxazinanone oxo arylpropanenitrile decarboxylative annulation copper catalyst.

The copper-catalyzed decarboxylative [3+2] annulation of ethynyl benzoxazinanones with 3-oxo-3-arylpropanenitriles was developed to produce tetrasubstituted furan derivatives I [R = Ph, 4-MeOC6H4, 4-pyridyl, etc.; R1 = H, 6-Me, 7-Cl, etc.] in moderate to high yield. This reaction was generally compatible with a wide range of substrates. Notably, the intermediate copper-allenylidenes worked as a C2 synthon in the cycloaddition reaction.

Advanced Synthesis & Catalysis published new progress about [3+2] Cycloaddition reaction. 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

Yadav, Maruti B.; Vagh, Sandip S.; Jeong, Yeon Tae published the artcile< Divergent Annulation of Spiro[indoline-pyran] and Fused (Epoxyetheno)indeno-Furan from 1,2-Diketone and 1-Cyanoketone>, Synthetic Route of 21667-62-9 , the main research area is isatin benzoylacetonitrile base catalyst regioselective chemoselective Paal Knorr reaction; benzoylphenyl oxospiroindolinepyran carbonitrile preparation; acenaphthylenedione benzoylacetonitrile base catalyst regioselective chemoselective Paal Knorr reaction; epoxyethenoindeno furancarbonitrile preparation.

A simple and efficient method for the construction of spiro[indoline-pyran] and fused (epoxyetheno)indeno[1,2-b]furan compounds from 1-cyanoketones and 1,2-diketone was developed. The synthesis proceeded via the Knoevenagel and Michael adduct through intramol./Paal-Knorr cyclization under similar reaction condition. The less commonly used 1-cyanoketones and active carbonyl compounds served as the indole containing pyran and bicyclic furan source for the preparation of a new series of heterocyclic compounds This heterocyclic structure allows one and more than one tetra-substituted carbon center and sequential hexa- and penta-cyclic core under very mild conditions and showed excellent chemo and regioselectivity. In addition, the synthesis of spiro[indoline-pyran] and (epoxyetheno)indeno[1,2-b]furan was demonstrated in a gram scale.

European Journal of Organic Chemistry published new progress about Chemoselectivity. 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Synthetic Route of 21667-62-9 .

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Kot, Witold; Olsen, Nikoline S.; Nielsen, Tue K.; Hutinet, Geoffrey; de Crecy-Lagard, Valerie; Cui, Liang; Dedon, Peter C.; Carstens, Alexander B.; Moineau, Sylvain; Swairjo, Manal A.; Hansen, Lars H. published the artcile< Detection of preQ0 deazaguanine modifications in bacteriophage CAjan DNA using Nanopore sequencing reveals same hypermodification at two distinct DNA motifs>, COA of Formula: C7H5N5O, the main research area is deazaguanine modification bacteriophage DNA nanopore sequencing.

In the constant evolutionary battle against mobile genetic elements (MGEs), bacteria have developed several defense mechanisms, some of which target the incoming, foreign nucleic acids e.g. restriction-modification (R-M) or CRISPR-Cas systems. Some of these MGEs, including bacteriophages, have in turn evolved different strategies to evade these hurdles. It was recently shown that the siphophage CAjan and 180 other viruses use 7-deazaguanine modifications in their DNA to evade bacterial R-M systems. Among others, phage CAjan genome contains a gene coding for a DNA-modifying homolog of a tRNA-deazapurine modification enzyme, together with four 7-cyano-7-deazaguanine synthesis genes. Using the CRISPR-Cas9 genome editing tool combined with the Nanopore Sequencing (ONT) we showed that the 7-deazaguanine modification in the CAjan genome is dependent on phage-encoded genes. The modification is also site-specific and is found mainly in two sep. DNA sequence contexts: GA and GGC. Homol. modeling of the modifying enzyme DpdA provides insight into its probable DNA binding surface and general mode of DNA recognition.

Nucleic Acids Research published new progress about Bacteriophage. 69205-79-4 belongs to class nitriles-buliding-blocks, and the molecular formula is C7H5N5O, COA of Formula: C7H5N5O.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Ding, Wei-Yi; Ai, Jun; Wang, Xin-Long; Qiu, Fayang G.; Lv, Qing; Fang, Ping; Hou, Fan-Fan; Yan, Yong-Ming; Cheng, Yong-Xian published the artcile< Isolation of lingzhifuran A and lingzhilactones D-F from Ganoderma lucidum as specific Smad3 phosphorylation inhibitors and total synthesis of lingzhifuran A>, Category: nitriles-buliding-blocks, the main research area is lingzhifuran A isolation Ganoderma lucidum preparation; lingzhilactone D E F isolation Ganoderma lucidum; phosphorylation inhibitor lingzhifuran A lingzhilactone D; renal fibrosis inhibitor lingzhifuran A lingzhilactone D.

Lingzhifuran A (I) and lingzhilactones D, E, and F, II, III, and IV, four new phenolic meroterpenoids were isolated from the fruiting bodies of Ganoderma lucidum. Their structures were identified by spectroscopic data. Chiral HPLC anal. indicates the racemic nature of II-IV. Chiral separation followed by X-ray diffraction anal. discloses the absolute configuration of (-)-II. Compounds I and II could selectively inhibit TGF-β1-induced Smad3 phosphorylation in rat renal tubular epithelial cells, representing novel scaffolds of selective Smad3 activation inhibitors. Total synthesis accompanied by in vivo rodent experiments reveals antifibrotic activities of I against kidney fibrosis. Finally, a plausible biosynthetic pathway for I was proposed.

RSC Advances published new progress about Antifibrotic agents. 94087-40-8 belongs to class nitriles-buliding-blocks, and the molecular formula is C7H3ClFN, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Subaramanian, Murugan; Ramar, Palmurukan M.; Rana, Jagannath; Gupta, Virendra Kumar; Balaraman, Ekambaram published the artcile< Catalytic conversion of ketones to esters via C(O)-C bond cleavage under transition-metal free conditions>, Reference of 21667-62-9 , the main research area is aryl ester preparation.

The catalytic conversion of ketones to esters ArC(O)OR [Ar = Ph, 2-furyl, 2-thienyl, etc.; R = Me, CN, Ph, etc.] via C(O)-C bond cleavage under transition-metal free conditions was reported. This catalytic process proceeded under solvent-free conditions and offers an easy operational procedure, broad substrate scope with excellent selectivity, and reaction scalability.

Chemical Communications (Cambridge, United Kingdom) published new progress about 1,3-Dicarbonyl compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Reference of 21667-62-9 .

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Wang, Xiaoming; Xu, Xin published the artcile< Hydroboration of nitriles and imines by highly active zinc dihydride catalysts>, Safety of 3-Chloro-2-fluorobenzonitrile, the main research area is diboronated amine preparation green chem; nitrile imine hydroboration zinc dihydride catalyst.

Eco-friendly zinc dihydrides stabilized by N-heterocyclic carbenes were demonstrated to be highly efficient catalysts for the double hydroboration of nitriles with pinacolborane, exhibiting turnover frequencies up to 3000 h-1 at room temperature under solvent-free conditions. The reactions afforded corresponding diboronated amines with excellent yields and good functional group tolerance. A single Zn-H insertion product was isolated from a stoichiometric reaction of zinc dihydride with nitrile, and was proved to be an active species in this transformation. Kinetic studies were performed to give some insights into the catalytic reactions. In addition, zinc dihydride species also showed high activity for the hydroboration of imines to boronated amines.

RSC Advances published new progress about Amines Role: SPN (Synthetic Preparation), PREP (Preparation). 94087-40-8 belongs to class nitriles-buliding-blocks, and the molecular formula is C7H3ClFN, Safety of 3-Chloro-2-fluorobenzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Kelly, T. Ross; Ohashi, Naohito; Armstrong-Chong, Rosemary J.; Bell, Stephen H. published the artcile< Synthesis of (±)-fredericamycin A>, Name: 2,2-Diethoxyacetonitrile, the main research area is fredericamycin A.

(±)-Fredericamycin A (I) was prepared via the regiospecific, Me3Si-directed coupling of indane II with anhydride III to give the coupling product IV. Formation of the spiro system is achieved by reduction of IV to a keto aldehyde which undergoes in situ cyclization to the spiro ketols.

Journal of the American Chemical Society published new progress about 6136-93-2. 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, Name: 2,2-Diethoxyacetonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Yu, Shuling; Lv, Ningning; Liu, Zhanxiang; Zhang, Yuhong published the artcile< Cu(II)-Mediated C-C/C-O Bond Formation via C-H/C-C Bond Cleavage: Access to Benzofurans Using Amide as a Traceless Directing Group>, SDS of cas: 21667-62-9 , the main research area is benzofuran preparation; benzamide benzoylacetonitrile heterocyclization copper catalyst.

A copper-mediated synthesis of 2,3-disubstituted benzofurans I (R1 = H, 5-F, 3-Cl, 5-NO2, etc.; R2 = 4-MeC6H4, 4-FC6H4, 2-thienyl, etc.) with the assistance of an 8-aminoquinolyl auxiliary is described from readily available benzamides R1C6H4C(O)NHQ (Q=) and benzoylacetonitriles R2C6H4C(O)CH2CN. In this reaction, the C-C bond is successfully constructed via C-H activation, and C-O bond is subsequently formed at the original position of the amide group in a one-pot manner. The amide directing group is detached simultaneously under the reaction conditions through C-C bond cleavage. Surprisingly, the distinct isoquinolinone products II (R3 = H, 6-Me, 6-NO2, 7-CF3; R4 = H, Me) can be achieved by changing the reaction conditions using ammonia as amine source.

Advanced Synthesis & Catalysis published new progress about Acetonitriles Role: RCT (Reactant), RACT (Reactant or Reagent). 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

Bowman, W. Russell; Bridge, Colin F.; Cloonan, Martin O.; Leach, David C. published the artcile< Synthesis of heteroarenes via radical cyclisation onto nitriles>, Formula: C6H4N2O, the main research area is camptothecin ring system preparation cascade radical cyclization; indolizinoquinolinone preparation cascade radical cyclization.

A new protocol for the synthesis of tetracyclic nitrogen heteroarenes using cascade radical cyclization has been developed. The key steps involve 5-exo vinyl radical cyclization onto nitriles to yield intermediate iminyl radicals which cyclize onto an arene rings. Rings A-D (I) of the anticancer alkaloids camptothecin, mappicine and nothapodytines A and B have been synthesized using this protocol.

Synlett published new progress about Alkaloids Role: SPN (Synthetic Preparation), PREP (Preparation) (indolizinoquinolinone). 89324-17-4 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H4N2O, Formula: C6H4N2O.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Thorarensen, Atli; Wakefield, Brian D.; Romero, Donna L.; Marotti, Keith R.; Sweeney, Michael T.; Zurenko, Gary E.; Rohrer, Douglas C.; Han, Fusen; Bryant, Garold L. published the artcile< Preparation of novel anthranilic acids as antibacterial agents. Extensive evaluation of alternative amide bioisosteres connecting the A- and the B-rings>, Recommanded Product: Methyl 5-cyano-2-methylbenzoate, the main research area is anthranilic acid analog preparation antibacterial.

The identification of an anthranilic acid lead and the optimization resulting in the advanced lead I was recently described. In this report, the preparation of several selected amide bioisosteres connecting the two benzene rings are described. The E-alkene provided a rigid analog with equal potency to the corresponding amide. This indicates that the amide is not a recognition element and rather acts as an appropriate spatial linker of the two important aryl rings. The work here clearly demonstrates that the amide linker can be replaced with several functionalities without significant deterioration in the MIC activity.

Bioorganic & Medicinal Chemistry Letters published new progress about Antibacterial agents. 103261-68-3 belongs to class nitriles-buliding-blocks, and the molecular formula is C10H9NO2, Recommanded Product: Methyl 5-cyano-2-methylbenzoate.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts