Month: October 2022

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

Severin, Rene; Mujahidin, Didin; Reimer, Jessica; Doye, Sven published the artcile< Synthesis of benzylisoquinoline derivatives possessing electron-withdrawing substituents on the benzene ring of the isoquinoline skeleton>, Related Products of 886761-96-2, the main research area is bromophenyl acetonitrile derivative preparation arylacetylene Sonogashira coupling palladium; alkynyl acetonitrile derivative preparation reduction; amino alkyne preparation intramol hydroamination heterocyclization titanium; benzylisoquinoline derivative laudanosine norlaudanosine alkaloid analog preparation; palladium Sonogashira coupling catalyst; titanium intramol hydroamination heterocyclization catalyst.

3,4-Dihydrobenzylisoquinolines and 1,2,3,4-tetrahydrobenzylisoquinolines, e.g., I (R = H or F), possessing electron withdrawing substituents on the benzene ring of the isoquinoline framework were easily accessible by a synthetic approach that took advantage of a Sonogashira coupling to build up the C1-C8a bond of the isoquinoline skeleton and a Ti-catalyzed intramol. hydroamination of an alkyne to close the heterocyclic ring.

Heterocycles published new progress about Aliphatic nitriles Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (o-bromophenyl). 886761-96-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H5BrFN, Related Products of 886761-96-2.

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

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

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

Feng, Jian-Bo; Wu, Xiao-Feng published the artcile< Base-promoted synthesis of dibenzoxazepinamines and quinazolinimines under metal-free conditions>, Synthetic Route of 94087-40-8, the main research area is dibenzooxazepinamine quinazolinimine preparation.

An interesting base-promoted protocol for the synthesis of dibenzo[b,f][1,4]oxazepin-11-amines, e.g., I and quinazolinimines II (R = H, 2-F, 4-OMe, 3-Br, 3-Cl; R1 = H, 9-F, 7-OMe, 8-Br, 8-Cl; X = O, S) has been developed. Starting from com. available 2-fluorobenzonitriles R2CN (R2 = 2-FC6H4, 6-H2N-2-FC6H3, 5-H3C-2-FC6H3, etc.) and amines R3NH2 (R3 = 2-HOC6H4, CH2CH2OH, 3-hydroxynaphthalen-2-yl, etc.), good to excellent yields can be achieved. Notably, only K3PO4 or K2CO3 was required as the promoter here and the reaction can be easily performed on a large scale.

Green Chemistry published new progress about Aromatic nitriles Role: RCT (Reactant), RACT (Reactant or Reagent). 94087-40-8 belongs to class nitriles-buliding-blocks, and the molecular formula is C7H3ClFN, Synthetic Route of 94087-40-8.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Ali, Abdelselam; Bliese, Marianne; Rasmussen, Jo-Anne M.; Sargent, Roger M.; Saubern, Simon; Sawutz, David G.; Wilkie, John S.; Winkler, David A.; Winzenberg, Kevin N.; Woodgate, Ruth C. J. published the artcile< Discovery of (Z)-2-phenyl-3-(1H-pyrrol-2-yl)acrylonitrile derivatives active against Haemonchus contortus and Ctenocephalides felis (cat flea)>, Synthetic Route of 658-99-1, the main research area is phenylpyrrolyl acrylonitrile derivative preparation antiparasitic activity.

A series of 2-phenyl-3-(1H-pyrrol-2-yl)acrylonitrile derivatives, e.g., I, were synthesized and evaluated for in vitro activity against the endoparasite Haemonchus contortus and the ectoparasite Ctenocephalides felis. Some compounds had significant in vitro activity against these parasites.

Bioorganic & Medicinal Chemistry Letters published new progress about Parasitic infection. 658-99-1 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H5F2N, Synthetic Route of 658-99-1.

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>, Quality Control of 21667-62-9 , 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, Quality Control of 21667-62-9 .

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Kawamoto, Isao; Muramatsu, Shigeki; Yura, Yasuo published the artcile< New synthetic route to functionally substituted cyclopentenones>, Name: 2,2-Diethoxyacetonitrile, the main research area is cyclopentenone; jasmone; Wittig reaction oxoalkanoyldithiane.

2,2-Dialkoxynitriles with 2-lithio-1,3-dithiane (I), followed by hydrolysis, gave α-oxoalkanoyl-1,3-dithianes which with LiN(CHMe2)2 and vinyltriphenylphosphonium salts gave, after removal of triphenylphosphonium oxide, cyclopentenone derivatives E.g., MeC(OEt)2CN with I gave 68% II which with LiN(CHMe2)2 and CH2:CMeP+Ph3Br- in Me2SO gave 52% III. Desulfurization of IV, prepared similarly, gave dihydrojasmone (V).

Tetrahedron Letters published new progress about Cycloalkenones Role: RCT (Reactant), RACT (Reactant or Reagent). 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

Bagley, Mark C.; Glover, Christian published the artcile< Synthesis of methyl sulfomycinate, sulfomycinic amide and sulfomycinine, degradation products of the sulfomycin thiopeptide antibiotics>, Recommanded Product: 2,2-Diethoxyacetonitrile, the main research area is sulfomycin thiopeptide antibiotic methanolysis product synthesis methyl sulfomycinate; sulfomycinic amide sulfomycinine synthesis sulfomycin thiopeptide antibiotic degradation product; methyl sulfomycinate ammonolysis hydrolysis sulfomycinine; thiazole oxazole building block peptide coupling.

The convergent synthesis of Me sulfomycinate and sulfomycinic amide, two acidic methanolysis products of the sulfomycin thiopeptide antibiotics, is achieved starting from diethoxyacetonitrile. Further confirmation of structure is obtained by heating Me sulfomycinate at 110 °C in hydrochloric acid to give (±)-sulfomycinine hydrochloride, the acid hydrolyzate of sulfomycin I.

Tetrahedron published new progress about Ammonolysis. 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