Tag: M.W=100-150

Zheng, Jie published the artcileCascade intramolecular Prins/Friedel-Crafts cyclization for the synthesis of 4-aryltetralin-2-ols and 5-aryltetrahydro-5H-benzo[7]annulen-7-ols, COA of Formula: C8H10O2, the main research area is aryl tetralinol diastereoselective preparation; acetaldehyde nucleophile Prins Friedel Craft boron trifluoride etherate catalyst; tetrahydrobenzoannulinol aryl diastereoselective preparation; propanal nucleophile Prins Friedel Craft boron trifluoride etherate catalyst; 4-aryltetralin-2-ol; 5-aryl-benzo[7]annulen-7-ol; Prins/Friedel–Crafts; cascade reaction.

The treatment of 2-(2-vinylphenyl)acetaldehydes or 3-(2-vinylphenyl)propanal with BF3·Et2O catalyzed intramol. Prins reaction afforded intermediary benzyl carbenium ions, which were then trapped by a variety of electron-rich aromatics via Friedel-Crafts alkylation. This cascade Prins/Friedel-Crafts cyclization protocol paved an expedient path to medicinally useful 4-aryltetralin-2-ol I [R1 = H, OMe, Cl, NO2; R2 = H, Me; R3 = H, Me, Ph; R4 = 2-furyl, 2-thienyl, 3,4-(MeO)2C6H3, etc.] and 5-aryltetrahydro-5H-benzo[7]annulen-7-ol derivatives II [R5 = 2-furyl, 3,4-(MeO)2C6H3].

Beilstein Journal of Organic Chemistry published new progress about Aromatic alcohols Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, COA of Formula: C8H10O2.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Zhang, Xing-Long published the artcileDehydrogenative β-Arylation of Saturated Aldehydes Using Transient Directing Groups, Recommanded Product: 1,3-Dimethoxybenzene, the main research area is dehydrogenative beta arylation saturated aldehyde transient directing group; diastereoselective cinnamaldehyde preparation cross dehydrogenative coupling aldehyde arene.

An unprecedented cross-dehydrogenative-coupling (CDC) reaction of saturated aldehyde β-C-H with arenes to form cinnamaldehydes via the cleavages of four C-H bonds has been developed. The reaction possesses complete E-stereoselectivity for the C=C double bond. The protocol is featured by atom and step economy, mild reaction conditions, and convenient operation.

Organic Letters published new progress about Aromatic hydrocarbons Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Recommanded Product: 1,3-Dimethoxybenzene.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Li, Yufei published the artcileVisible-Light-Induced Photocatalyst-Free Radical Trifluoromethylation, Recommanded Product: 4-Methoxy-N-methylaniline, the main research area is heteroarene trifluoromethyl thianthrenium salt trifluoromethylation; trifluoromethyl heteroarene preparation; hydrazone trifluoromethyl thianthrenium salt trifluoromethylation; trifluoromethylhydrazone preparation; acrylamide trifluoromethyl thianthrenium salt trifluoromethylation; trifluoroethylindolinone preparation.

An attractive, versatile, and operationally simple, visible-light-induced, transition-metal-free, photocatalyst-free, and oxidant-free trifluoromethylation has been demonstrated. Triflic anhydride (Tf2O), being inexpensive and readily available, was chosen as the radical trifluoromethyl source. Thianthrene was used as a recyclable Tf2O-activating reagent, and a high-yielding and scalable trifluoromethylation reaction was achieved. D. functional theory and mechanistic studies showed that a free radical homolytic process excited by visible light is involved in this reaction, generating a key trifluoromethyl radical intermediate.

Organic Letters published new progress about Anilines Role: RCT (Reactant), RACT (Reactant or Reagent). 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Recommanded Product: 4-Methoxy-N-methylaniline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Ding, Siyi published the artcileSilver(I)-mediated oxidation/cyclization of acrylamides with alkyl trifluoroborates, Formula: C8H11NO, the main research area is oxindole preparation silver mediated; acrylamide alkyl trifluoroborate tandem oxidative cyclization.

A mild silver-mediated oxidative cyclization of acrylamides I (R1 = H, 4-MeO, 4-Cl, 2-F; R2 = Me, i-Pr) has been developed by using alkyl trifluoroborates R3BF3K (R3 = i-Bu, EtCOCH2CH2, MeO2CCHMeCH2, cyclopentyl, PhCH2CH2, etc.) as radical precursors. It proceeds through a tandem radical addition/cyclization process, in which two new carbon-carbon bonds were formed. This protocol allows reliable and practical access to build the skeleton of 3,3-disubstituted oxindoles II in moderate yields; the readily available starting reagents, broad substrate scope and mild reaction conditions are the characteristic features of this protocol.

Synthetic Communications published new progress about Fluoroborates Role: RCT (Reactant), RACT (Reactant or Reagent) (alkyl). 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Formula: C8H11NO.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Oddy, Meghan J. published the artcileVisible-Light Mediated Metal-Free 6π-Photocyclization of N-Acrylamides: Thioxanthone Triplet Energy Transfer Enables the Synthesis of 3,4-Dihydroquinolin-2-ones, Computed Properties of 5961-59-1, the main research area is dihydroquinolinone preparation; acrylamide photocyclization thioxanthone catalyst.

An efficient thioxanthone catalyzed triplet energy transfer process for the synthesis of 3,4-dihydroquinolin-2-ones via a 6π-photocyclization WAs reported. Featuring a rare example of a metal-free formal C(sp2)-H/C(sp3)-H arylation mediated by visible-light, this work hopes to inspire further interest in these small mols. as sustainable alternatives to existing transition metal photocatalysts in related processes.

Organic Letters published new progress about Photochemistry. 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Computed Properties of 5961-59-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Liu, Zhaosheng published the artcilePhotoredox Cyclization of N-Arylacrylamides for Synthesis of Dihydroquinolinones, COA of Formula: C8H11NO, the main research area is arylacrylamide cyanoarene photocatalyst photoredox cyclization; dihydroquinolinone regioselective preparation.

Metal- and additive-free photoredox cyclization of N-arylacrylamides was herein reported that provided a concise access to the formation of dihydroquinolinones. In this protocol, sustainable visible light was used as the energy source, and the organic light-emitting mol. 4CzIPN served as the efficient photocatalyst. This reaction system features exclusive 6-endo-trig cyclization selectivity with a generally good yield of a range of functionalized dihydroquinolinones and dihydrobenzoquinolinones. Mechanistical studies reveal the feasibility of both 1,3-H shift and intersystem crossing of the diradical intermediate.

Organic Letters published new progress about Photocyclization (regioselective). 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, COA of Formula: C8H11NO.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Chakrabarti, Kaushik published the artcileSynthesis of N-methylated amines from acyl azides using methanol, Safety of 4-Methoxy-N-methylaniline, the main research area is methylated amine preparation acyl azide methanol Curtius rearrangement.

The transformation of acyl azide derivatives into N-methylamines was developed using methanol as the C1 source via the one-pot Curtius rearrangement and borrowing hydrogen methodol. Following this protocol, various functionalized N-methylated amines were synthesized using the (NNN)Ru(II) complex from carboxylic acids via an acyl azide intermediate. Several kinetic studies and DFT calculations were carried out to support the mechanism and also to determine the role of the Ru(II) complex and base in this transformation.

Organic & Biomolecular Chemistry published new progress about Amines Role: SPN (Synthetic Preparation), PREP (Preparation). 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Safety of 4-Methoxy-N-methylaniline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Ding, Yao published the artcileRegioselective C-H Amidation of (Alkyl)arenes by Iron(II) Catalysis, COA of Formula: C8H10O2, the main research area is regioselective amidation alkylarene iron catalysis sulfonyl azide nitrogen source; aromatic amine preparation alkylarene amidation.

A nondirected amidation reaction of aromatic C-H bond was developed under iron(II) catalysis, using sulfonyl azides as the nitrogen source. The reaction displayed a broad substrate scope and good regioselectivities in the aspects of aromatic ring vs alkyl chain and different aromatic position of (alkyl)arenes. This method provided a new protocol for the synthesis of some aromatic amines, which were hard to achieve in a previous report.

Organic Letters published new progress about Amidation. 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, COA of Formula: C8H10O2.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Boeldl, Marlene published the artcileDehydrative Coupling of Benzylic Alcohols Catalyzed by Bronsted Acid/Lewis Base, Application In Synthesis of 151-10-0, the main research area is olefin preparation diastereoselective; alc dehydrative coupling sulfonic acid triphenylphosphane catalyst; diaryl ethane preparation regioselective; benzylic alc arene dehydrative hydroarylation Bronsted acid catalyst.

A simple and direct, metal-free protocol for the synthesis of olefins (E)-4-R1-2-R2C6H3CH(Me)CH=CHC6H3-4-R1-2-R2 (R1 = H, Ph, Br, F, I, Cl, NO2, CF3, Me; R2 = H, Cl, Me) by applying catalytic amounts of a sulfonic acid and triphenylphosphane under air has been reported. A variety of olefins could be synthesized from benzylic alcs. 4-R1-2-R2C6H3CH(Me)OH under relatively mild conditions. Addnl., dehydrative hydroarylation of benzylic alcs. ArCH(OH)Me (Ar = 2-chlorophenyl, biphenyl-4-yl, 2-naphthyl, etc.) with electron-rich arenes 3,5-(MeO)2C6H3R3 (R3 = H, OMe) was possible by using only Bronsted acid under otherwise same reaction conditions. Here, it shows that phosphane additives are essential to overcome oligomerization as main side reaction by the occupancy of the reactive carbocation intermediate.

European Journal of Organic Chemistry published new progress about Aralkyl alcohols Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Application In Synthesis of 151-10-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

La Manna, Pellegrino published the artcileGreen, Mild, and Efficient Friedel-Crafts Benzylation of Scarcely Reactive Arenes and Heteroarenes under On-Water Conditions, Category: isoquinoline, the main research area is arene benzyl chloride resorcinarene macrocycle catalyst Friedel Craft benzylation; benzylarene regioselective preparation green chem; alkylation; catalysis; hydrogen bonds; resorcinarenes; supramolecular chemistry.

Metal-free Friedel-Crafts benzylation (FCB) of scarcely reactive arenes and heteroarenes was performed under on-water conditions by an environmentally sustainable procedure. The catalytic strategy exploited the hydrophobicity of the resorcinarene macrocycle e.g., I. The proposed mechanism was based on the activation of benzyl chloride by H-bonding interactions with catalyst e.g., I. In fact, under on-water conditions the hydrophobic amplification of the strength of the H-bonding interactions between the OH groups of the resorcinarene catalyst and the chlorine atom of benzyl chloride led to polarization of the C-Cl bond, which consequently promoted electrophilic attack of the π nucleophile. Thus, many arenes and heteroarenes were efficiently benzylated under mild on-water conditions by using resorcinarene I as catalyst. The FCB of benzene was industrially relevant for the synthesis of diphenylmethane and hence the on-water procedure was extended to the gram-scale synthesis of diphenylmethane, starting from benzene and benzyl chloride in the presence of resorcinarene catalyst I.

ChemSusChem published new progress about Benzylation catalysts (regioselective). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem