Category: 22483-09-6

Ji, Xiang published the artcileSynthesis of 1,2-Dihydroisoquinolines by a Modified Pomeranz-Fritsch Cyclization, Name: 2,2-Dimethoxyethanamine, the main research area is trifluoromethanesulfonamide trimethylsilyl triflate regioselective Pomeranz Fritsch cyclization; dihydroisoquinoline preparation.

Isoquinolines (IQs) and their derivatives are present in many natural products and biol. active small mols. Herein, we report a modified procedure for the classical Pomeranz-Fritsch protocol, which expands the scope of 1,2-dihydroisoquinoline (DHIQ) products. 1,2-DHIQs are an attractive branch point for the synthesis of IQs, but because of their innate reactivity, they have remained difficult to prepare We demonstrate that the Fujioka/Kita conditions, combining trimethylsilyl triflate (TMSOTf) and an amine base, activate dimethylacetals required for Pomeranz-Fritsch cyclization under sufficiently mild conditions to prepare a broad range of 1,2-DHIQ products. We also demonstrate the synthetic value of these DHIQs by further functionalization to either reduced tetrahydroisoquinoline (THIQ) or fully aromatized IQ natural products.

Journal of Organic Chemistry published new progress about Pomeranz-Fritsch cyclization (regioselective). 22483-09-6 belongs to class alcohols-buliding-blocks, name is 2,2-Dimethoxyethanamine, and the molecular formula is C4H11NO2, Name: 2,2-Dimethoxyethanamine.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Schuetz, Ramona published the artcileA versatile approach to 1-oxo-, 1-oxo-3,4-dihydro- and 1,3,4-trioxo isoquinoline alkaloids and first total synthesis of the dimeric 1-oxoisoquinoline alkaloids berbanine and berbidine, Recommanded Product: 2,2-Dimethoxyethanamine, the main research area is isoquinoline alkaloid preparation one pot Suzuki coupling cyclization; berbanine total synthesis; berbidine total synthesis.

We have worked out a very short approach to 1-oxoisoquinoline alkaloids starting from readily available 2-bromobenzamides utilizing a 2-ethoxyvinylboronate as a C2 building block for introduction of the C-3,C-4 unit of the isoquinoline core. TFA-mediated cyclization of crude ortho-ethoxyvinyl benzamides gave 1-oxoisoquinolines in one single operation. Further modifications of these compounds opened an access to the other chemotypes. In total, 14 alkaloids from four chemotypes (five 1-oxoisoquinolines, six 1-oxo-3,4-dihydroisoquinolines, one 1,3,4-trioxoisoquinoline, and two dimeric isoquinoline alkaloids) were obtained in this investigation. With this approach we improved the total syntheses of the monomeric oxoisoquinolines, and worked out the first total syntheses of the dimeric alkaloids berbanine (I) and berbidine (II).

Tetrahedron published new progress about Cyclization. 22483-09-6 belongs to class alcohols-buliding-blocks, name is 2,2-Dimethoxyethanamine, and the molecular formula is C4H11NO2, Recommanded Product: 2,2-Dimethoxyethanamine.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Aubineau, Thomas published the artcileIron-Catalyzed Diastereoselective Synthesis of Disubstituted Morpholines via C-O or C-N Bond Formation, Name: 2,2-Dimethoxyethanamine, the main research area is hydroxybutenyl hydroxyethyl methylbenzenesulfonamide iron chloride catalyst diastereoselective heterocyclization; tosylmorpholine preparation green chem; butenyhydroxy oxyethyl methylbenzenesulfonamide iron chloride catalyst diastereoselective heterocyclization; styryl tosylmorpholine preparation green chem.

The diastereoselective synthesis of 2,6- and 3,5-disubstituted morpholines was achieved from 1,2-amino ethers and 1,2-hydroxy amines substituted by an allylic alc. using an iron(III) catalyst. The morpholines were obtained either by C-O or C-N bond formation. A plausible mechanism was suggested, involving a thermodn. equilibrium to explain the formation of the cis diastereoisomer as the major product.

Synlett published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 22483-09-6 belongs to class alcohols-buliding-blocks, name is 2,2-Dimethoxyethanamine, and the molecular formula is C4H11NO2, Name: 2,2-Dimethoxyethanamine.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Liao, Lan-Shan published the artcileOne-pot synthesis of oxoaporphines as potent antitumor agents and investigation of their mechanisms of actions, HPLC of Formula: 22483-09-6, the main research area is oxoporphine derivative preparation antitumor agents; Antitumor activity; Apoptosis; Cell cycle; Oxoaporphine.

An efficient one-pot reaction for the synthesis of oxoaporphine alkaloids has been developed. Twenty-three compounds of oxoaporphine alkaloids were prepared and assessed for their antitumor activities. Most compounds inhibited the growth of T-24 tumor cells in vitro. Particularly, I displayed the most potent activity with an IC50 value of 0.5μM, which was 19-fold more potent than the parent compound 4. The substitution at C3-position of oxoaporphine core by -NO2 significantly enhanced the anticancer activity. Mechanism studies indicated that II and I induced cell cycle arrest at G2/M phase; in contrast, III induced cell cycle arrest at the S phase. Increase of mitochondrial ROS/Ca2+ and decrease of MMP, accompanied by activation of caspase-3/9, were observed in T-24 cells after exposure to compounds I, II and III, suggesting that the mitochondrial pathway was involved in the induced apoptosis. Moreover, compound I effectively inhibited tumor growth in a mouse xenograft model bearing T-24.

European Journal of Medicinal Chemistry published new progress about Antitumor agents. 22483-09-6 belongs to class alcohols-buliding-blocks, name is 2,2-Dimethoxyethanamine, and the molecular formula is C4H11NO2, HPLC of Formula: 22483-09-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Perevalov, Valery P. published the artcileSynthesis of highly functional imidazole derivatives via assembly of 2-unsubstituted imidazole N-oxides with CH-acids and arylglyoxals, Recommanded Product: 2,2-Dimethoxyethanamine, the main research area is imidazole oxide arylgyloxal dicarbonyl compound three component condensation; aroyl dicarbonylethyl imidazole oxide preparation heterocyclization; imidazolyl fused furan preparation.

A novel and convenient method for the synthesis of a wide range of polyfunctional imidazole derivatives based on the three-component condensation of imidazole N-oxides with CH-acids and arylglyoxals was reported. This reaction proceeded smoothly in moderate-to-good yields with a wide range of starting materials.

Tetrahedron published new progress about Aryl ketones Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 22483-09-6 belongs to class alcohols-buliding-blocks, name is 2,2-Dimethoxyethanamine, and the molecular formula is C4H11NO2, Recommanded Product: 2,2-Dimethoxyethanamine.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Pal, Ritashree published the artcileAmidoaldehydes as Substrates in Rhodium-Catalyzed Intermolecular Alkyne Hydroacylation: The Synthesis of α-Amidoketones, Application In Synthesis of 22483-09-6, the main research area is amido aldehyde alkyne rhodium catalyst regioselective hydroacylation; oxo propanamide preparation; aldehyde; alkyne; catalysis; hydroacylation; rhodium.

Readily available α-amidoaldehydes were effective substrates for intermol. Rh-catalyzed alkyne hydroacylation reactions. The catalyst [Rh(dppe)(C6H5F)][BArF4] provided good reactivity, and allowed a broad range of aldehydes and alkynes to be used as substrates, delivering α-amidoketone products. High yields and high levels of regioselectivity were achieved. The use of α-amidoaldehydes as substrates establishes that 1,4-dicarbonyl motifs was used as controlling groups in Rh-catalyzed hydroacylation reactions.

Chemistry – A European Journal published new progress about Aldehydes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 22483-09-6 belongs to class alcohols-buliding-blocks, name is 2,2-Dimethoxyethanamine, and the molecular formula is C4H11NO2, Application In Synthesis of 22483-09-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Opsomer, Tomas published the artcile1,2,3-Triazole-Mediated Synthesis of 1-Methyleneisoquinolines: A Three-Step Synthesis of Papaverine and Analogues, HPLC of Formula: 22483-09-6, the main research area is methyleneisoquinoline preparation heterocyclization Pomeranz Fritsch reaction; papaverine analog preparation.

A metal-free three-step synthesis toward functionalized 1-methyleneisoquinolines from readily available substrates is reported. First, acetal-containing 1,2,3-triazoles were prepared via a high-yielding triazole formation reaction and quant. converted into triazolo[5,1-a]isoquinolines. Next, the acid-promoted ring opening of these fused triazoles was studied in order to obtain coupling to a diverse scope of nucleophiles, including carbon nucleophiles such as veratrole. By means of non-nucleophilic strong acids under anhydrous conditions, a series of unprecedented isoquinolines and imidazo[5,1-a]isoquinolines was synthesized.

Organic Letters published new progress about Heterocyclization. 22483-09-6 belongs to class alcohols-buliding-blocks, name is 2,2-Dimethoxyethanamine, and the molecular formula is C4H11NO2, HPLC of Formula: 22483-09-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Faltracco, Matteo published the artcileDiastereoselective Synthesis of β-Lactams by Ligand-Controlled Stereodivergent Intramolecular Tsuji-Trost Allylation, Computed Properties of 22483-09-6, the main research area is diastereoselective intramol Tsuji Trost allylation ligand controlled stereodivergent; beta lactam stereoselective preparation.

The diastereoselective synthesis of highly substituted β-lactams by intramol. Tsuji-Trost allylation is reported. Judicious selection of the ligand on palladium allows selective access to either the trans isomer (in generally good to excellent yield with very high diastereomeric excess) or cis isomer (with yields and diastereoselectivity ranging from modest to excellent depending on the substrate). The reaction proceeds under exceedingly mild conditions (rt, no additives) with a broad range of substrates, which are readily accessible by the Ugi reaction.

Journal of Organic Chemistry published new progress about Diastereoselective synthesis. 22483-09-6 belongs to class alcohols-buliding-blocks, name is 2,2-Dimethoxyethanamine, and the molecular formula is C4H11NO2, Computed Properties of 22483-09-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zheng, Yuzhu published the artcileDirect activation of alcohols via perrhenate ester formation for an intramolecular dehydrative Friedel-Crafts reaction, Related Products of alcohols-buliding-blocks, the main research area is silica supported rhenium oxide preparation; tetrahydronaphthalene derivative preparation; aryl alc intramol dehydrative Friedel Crafts rhenium oxide catalyst.

A general method for synthesis of tetrahydronaphthalene derivatives I [R = Ph, 4-MeC6H4, 2-BrC6H4, etc.; R1 = H, Me; R2 = H, 5-Me, 7-Br, etc.; X = CH2, O, NTs; Y = CH2, O, NTs] via Re2O7 catalyzed intramol. dehydrative Friedel-Crafts reaction of alcs. in hexafluoroisopropanol (HFIP) was reported. The potential application of this methodol. was exemplified by the formal or total synthesis of several com. available drugs or biol. relevant mols., including sertraline, nafenopin, etc. DFT calculations showed the preference for the activation of hydroxyl groups by Re2O7 via perrhenate ester formation followed by heterolytic C-O bond cleavage over Bronsted acid-catalyzed dehydration.

Organic Chemistry Frontiers published new progress about Free energy. 22483-09-6 belongs to class alcohols-buliding-blocks, name is 2,2-Dimethoxyethanamine, and the molecular formula is C4H11NO2, Related Products of alcohols-buliding-blocks.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adebomi, Victor published the artcileMetal-free selective modification of secondary amides: Application in late-stage diversification of peptides, Formula: C4H11NO2, the main research area is peptide solid phase synthesis twisted amide diversification metal free; carbon nitrogen bond activation DFT ground state rotational energy; transamidation esterification thiocarbonyl insertion reaction thiocarbonylation solid support; mol structure twisted amino acid.

Here we solve a long-standing challenge of the site-selective modification of secondary amides and present a simple two-step, metal-free approach to selectively modify a particular secondary amide in mols. containing multiple primary and secondary amides. D. functional theory (DFT) provides insight into the activation of C-N bonds. This study encompasses distinct chem. advances for late-stage modification of peptides thus harnessing the amides for the incorporation of various functional groups into natural and synthetic mols.

Organic Letters published new progress about Amino acids Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 22483-09-6 belongs to class alcohols-buliding-blocks, name is 2,2-Dimethoxyethanamine, and the molecular formula is C4H11NO2, Formula: C4H11NO2.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts