Tag: M.W=150-200

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>, Reference of 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, Reference of 21667-62-9 .

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Xie, Hao; Xing, Qiaoyan; Shan, Zhifei; Xiao, Fuhong; Deng, Guo-Jun published the artcile< Nickel-Catalyzed Annulation of o-Haloarylamidines with Aryl Acetylenes: Synthesis of Isoquinolone and 1-Aminoisoquinoline Derivatives>, SDS of cas: 21423-84-7, the main research area is isoquinolone aminoisoquinoline benzoimidazoisoquinoline preparation regioselective; haloarylamidine aryl acetylene annulation nickel catalyst.

An efficient method for the synthesis of substituted 1(2H)-isoquinolone derivatives I (R1 = H, 8-Me, 6-F etc.; R2 = H, 4-Me, 3-Cl, etc.; R3 = H, Me, n-Bu, Ph, COOEt; R4 = Ph, 4-MeC6H4, 3-pyridyl, etc.) via nickel-catalyzed annulation of substituted 2-halobenzamidines with aryl alkynes in the presence of water is described. Benzo[4,5]imidazo[2,1-a]isoquinolines II (R1 = R2 = H; R3 = H, C6H5; R4 = C6H5, 4-FC6H4, 4-MeOC6H4, etc.) were formed as the dominated products when dry DMSO was used as the solvent. Furthermore, when benzyl substituted amidines were used as the substrates, debenzylation reaction occurred to provide various 1-aminoisoquinoline products.

Advanced Synthesis & Catalysis published new progress about Alkynes, aryl Role: RCT (Reactant), RACT (Reactant or Reagent). 21423-84-7 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H6ClN, SDS of cas: 21423-84-7.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Whyte, Andrew; Burton, Katherine I.; Zhang, Jingli; Lautens, Mark published the artcile< Enantioselective Intramolecular Copper-Catalyzed Borylacylation>, Quality Control of 94087-40-8, the main research area is enantioselective intramol copper catalyst borylacylation; mol structure crystal boronic ester preparation chiral; asymmetric catalysis; boron; copper; cyclizations; heterocycles.

An enantioselective copper-catalyzed intramol. borylacylation is reported. The reaction proceeds through an initial enantioselective borylcupration of the styrene, followed by a nucleophilic attack on the tethered carbamoyl chloride. The products, chiral borylated 3,3-disubstituted oxindoles, were generated in excellent yields and enantioselectivities. The versatile carbon-boron bond provides a platform for a wide array of diversification.

Angewandte Chemie, International Edition published new progress about Acylation, stereoselective. 94087-40-8 belongs to class nitriles-buliding-blocks, and the molecular formula is C7H3ClFN, Quality Control of 94087-40-8.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Liu, Hao; Sun, Zhenliang; Xu, Kai; Zheng, Yan; Liu, Delong; Zhang, Wanbin published the artcile< Pd-Catalyzed Asymmetric Allylic Substitution Cascade of But-2-ene-1,4-diyl Dimethyl Dicarbonate for the Synthesis of Chiral 2,3-Dihydrofurans>, Computed Properties of 21667-62-9 , the main research area is dihydrofuran preparation asym allylic substitution cascade butene dicarbonate cyanoketone.

Herein an efficient Pd-catalyzed asym. allylic substitution cascade of both (E)- and (Z)-but-2-ene-1,4-diyl di-Me dicarbonates with α-substituted cyano ketones is described for the preparation of chiral 2,3-dihydrofurans in up to 97% yield with 98% ee. A suggested steric control process has been proposed to illustrate the differences in enantioselectivity between the reactions of (E)- and (Z)-allyl substrates. The cascade reaction could be conducted on a gram-scale, and the resulting product allows for several transformations.

Organic Letters published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent) (dicarbonates). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Computed Properties of 21667-62-9 .

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Dmitriev, Viktor; Vedekhina, Tatiana; Sapegin, Alexander; Krasavin, Mikhail published the artcile< Convenient Assembly of Privileged (Hetero)Arene-Fused Benzo[1.4]oxazepines via Two Tandem SNAr Events. Part 3 - (Hetero)arene-Fused benzo[f]imidazo[1,2-d][1,4]oxazepines>, Application of C7H3ClFN, the main research area is heteroarene fused benzo imidazo oxazepine preparation regioselective; aryl imidazole ortho dihalo halonitro arene Smiles rearrangement.

A tandem approach to (hetero)arene-fused benzo[f]imidazo[1,2-d][1,4]oxazepines I (R1 = H, Cl; R2 = H, R1 = R2 = -C4H4-; R3 = H, Me, R2 = R3 = -C4H4-; R4 = CN, NO2, COOMe, etc.; X = C, N, C-CN; Y = C, N) has been described which involves condensation of bis-nucleophilic 2-(2-hydroaryl)imidazoles II with reactivity-matched o-dihalo and o-halonitro (hetero)aromatic substrates III (LG1 = F, Cl; LG2 = F, Cl, Br, NO2). The process is generally regioselective with respect to the unsym. substituted imidazole ring and proceeds via two SNAr events (intermol. first and then intramol.) intermitted by a Smiles rearrangement. In some cases, the last SNAr step provides a rare example of nucleophilic displacement of a nitro group or a halogen in non-activated positions of a (hetero)aromatic ring which does not require the use of a metal catalyst.

ChemistrySelect published new progress about Aromatic nitro compounds Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 94087-40-8 belongs to class nitriles-buliding-blocks, and the molecular formula is C7H3ClFN, Application of C7H3ClFN.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Wang, Yu-Hao; Zhang, De-Hua; Cao, Ze-Hun; Li, Wang-Lai; Huang, Yi-Yong published the artcile< A formal [3 + 3] cycloaddition of allenyl imide and activated ketones for the synthesis of tetrasubstituted 2-pyrones>, Application In Synthesis of 21667-62-9, the main research area is pyrone preparation; allenyl imide ketoester cycloaddition; diketone allenyl imide cycloaddition; ketonitrile allenyl imide cycloaddition.

CsOH.H2O-catalyzed formal [3 + 3] cycloadditions of allenyl imide with β-ketoesters RC(O)CH2C(O)OR1 (R = Ph, cyclohexyl, 2-thienyl, Me, etc.; R1 = Me, Et), 1,3-diketones R2C(O)CH2R3 [R2 = Ph, 3-fluorophenyl, 2-iodophenyl, etc; R3 = C(O)C6H5, C(O)(3-CH3C6H4), C(O)(3-(CH3O)C6H4), C(O)(3-(CF3)C6H4)] or β-ketonitriles R2C(O)CH2R3 (R3 = CN) for the synthesis of tetrasubstituted 2-pyrone derivatives I, II have been demonstrated. The allenyl imide was utilized as a C3-synthon, and a ketenyl intermediate was proposed via the process of 1,4-addition of carbon anion to allene followed by elimination of the 2-oxazolidinyl group.

RSC Advances published new progress about [3+3] Cycloaddition reaction. 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

Wu, Hai-Qiu; Yan, Zi-Hong; Chen, Wen-Xue; He, Qiu-Qin; Chen, Fen-Er; De Clercq, Erik; Balzarini, Jan; Daelemans, Dirk; Pannecouque, Christophe published the artcile< Towards new C6-rigid S-DABO HIV-1 reverse transcriptase inhibitors: Synthesis, biological investigation and molecular modeling studies>, Formula: C8H5F2N, the main research area is C6 rigid SDABO analog preparation HIV1 RT inhibitor; HIV-1 reverse transcriptase; NNRTIs; Rigid conformation; S-DABO; SAR.

A series of C6-rigid S-DABO analogs characterized by a substituted benzoyl group at C6 position of the pyrimidine ring has been synthesized and biol. evaluation as NNRTIs against wild-type HIV-1 strain IIIB, double RT mutant (K103N + Y181C) strain RES056 as well as HIV-2 strain ROD in MT-4 cell cultures. Most of the compounds exhibited moderate antiviral activities. Among them, compound 7q displayed the highest anti-HIV-1 activity with an EC50 value of 0.26 μM and a selectivity index (SI) of 541. The preliminary structure-activity relationship (SAR) of these new S-DABOs was investigated, the target RT was confirmed and docking study was performed.

Bioorganic & Medicinal Chemistry published new progress about Antiviral agents. 658-99-1 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H5F2N, Formula: C8H5F2N.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reutskaya, Elena; Osipyan, Angelina; Sapegin, Alexander; Novikov, Alexander S.; Krasavin, Mikhail published the artcile< Rethinking Hydrolytic Imidazoline Ring Expansion: A Common Approach to the Preparation of Medium-Sized Rings via Side-Chain Insertion into [1.4]Oxa- and [1.4]Thiazepinone Scaffolds>, Application of C7H3ClFN, the main research area is hydrolytic imidazoline ring expansion medium size ring synthesis.

The previously reported ring-expansion strategy involving hydrolytically prone imidazoline rings was thought to include the formation of a hydrated imidazoline intermediate. In this work, we accessed the latter via the addition of a 2-aminoethyl side chain onto a lactam moiety. This led to an efficient three-atom ring expansion of diarene-fused [1.4]oxazepines and [1.4]thiazepines and led us to propose to term this common approach the hydrated imidazoline ring expansion (HIRE) reaction. The strategy was extended to the insertion of longer (containing up to five atoms) side chains, and thus, larger (11- to 12-membered) diarene-fused rings were obtained via the homo-HIRE and homo2-HIRE reactions, resp. This underscores the utility of the HIRE reaction for the preparation of medium-sized rings, an important class of chem. tools for interrogation of various biol. targets.

Journal of Organic Chemistry published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent) (reductive alkylation agents). 94087-40-8 belongs to class nitriles-buliding-blocks, and the molecular formula is C7H3ClFN, Application of C7H3ClFN.

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>, Name: 3-(3-Chlorophenyl)-3-oxopropanenitrile, 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, Name: 3-(3-Chlorophenyl)-3-oxopropanenitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Yadav, Maruti B.; Bhosle, Suresh R.; Jeong, Yeon Tae published the artcile< DBU-promoted synthesis of novel heterocyclic [4.3.3] propellanes from α-cyanoketones and cyclic α-diketones>, Synthetic Route of 21667-62-9 , the main research area is heterocyclic tetrahydro benzofuran propellane preparation chemoselective diastereoselective one pot; cyclic alpha diketone cyanoketone multicomponent DBU catalyst.

An effective base-catalyzed Knoevenagel, Michael and intramol./Paal-Knorr cyclization strategy for the construction of heterocyclic [4.3.3] tetrahydro epoxyetheno benzo-furan propellanes (TEBFs) from cyclic α-diketones and α-cyanoketones is reported through single-step reaction. The reaction proceeds under mild reaction conditions and shows excellent chemo and diastereoselectivity in the absence of any external transition metal and ligands. The one-pot two-component procedure also shows the merits of straightforward reaction conditions, simple operation, using available feedstock, wide substrate scope, and high atom and step economy. This reaction provides facile access to highly substituted fused tetrahydro furo-furan propellanes, which can be used in the field of chem. and pharmaceutical research.

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