Category: 3340-78-1

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alpha-Functionalization of tetrahydroisoquinolines with activated alkyl bromide under photoredox catalysis

Benzylic C-H functionalization of N-aryl-tetrahydroisoquinolines (THIQs) with various benzyl bromides was developed using a photoredox iridium (Ir) catalyst under blue LED irradiation, affording arylmethyl group-substituted THIQs in moderate to good yields (up to 82%). This photoredox catalyst-mediated reaction was also applicable to other activated bromides, including allyl bromide, cinnamyl bromide, propargyl bromide, and alpha-bromoacetate. We propose that photoredox catalyst-mediated electron transfer generates a radical species from the THIQ and another radical from the bromide, and then radical-radical cross-coupling occurs to form a new carbon-carbon bond.

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Reference：
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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Graphene-supported RuO2 nanoparticles for efficient aerobic cross-dehydrogenative coupling reaction in water

A cross-dehydrogenative coupling (CDC) reaction between tertiary amines and nitroalkanes has been realized under an oxygen atmosphere in water simply by using graphene-supported RuO2 as the catalyst, which was made from water-soluble graphene with sulfonic groups and RuCl3·nH 2O to form RuO2·nH2O nanocomposites in situ. In contrast to RuCl3·nH2O and RuO 2·nH2O, the graphene-supported RuO2 nanoparticles exhibited higher activity and stability for the aerobic CDC reaction in water.

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Reference：
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 3340-78-1, name is 2-Phenyl-1,2,3,4-tetrahydroisoquinoline, introducing its new discovery. Application In Synthesis of 2-Phenyl-1,2,3,4-tetrahydroisoquinoline

A highly efficient heterogeneous ruthenium-catalysed oxidative alpha-cyanation of tertiary amines leading to alpha-aminonitriles

Oxidative alpha-cyanation of tertiary amines was achieved by using an MCM-41-immobilised N-alkylethylenediamine ruthenium(III) complex (MCM-41-2N-RuCl3) as catalyst in MeOH at 60 ºC in the presence of H2O2 as oxidant and NaCN in acetic acid as a cyanide source to afford the corresponding alpha-aminonitriles in good yields. The new heterogeneous ruthenium catalyst can easily be prepared by a simple two-step procedure from commercially readily available and inexpensive reagents. It can be recovered by filtration of the reaction solution and reused at least 7 times without significant loss of activity.

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Reference：
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

One of the major reasons for studying chemical kinetics is to use measurements of the macroscopic properties of a system, Formula: C15H15N, such as the rate of change in the concentration of reactants or products with time.In a article, mentioned the application of 3340-78-1, Name is 2-Phenyl-1,2,3,4-tetrahydroisoquinoline, molecular formula is C15H15N

Visible Light Photocatalytic Radical-Radical Cross-Coupling Reactions of Amines and Carbonyls: A Route to 1,2-Amino Alcohols

An intermolecular radical-radical cross-coupling reaction of secondary and tertiary amines with aryl ketones and aldehydes has been developed using visible light photoredox catalysis. This reaction provides an efficient and straightforward approach to some useful 1,2-amino alcohols in moderate to good yields under mild conditions.

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Reference：
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

In heterogeneous catalysis, the catalyst is in a different phase from the reactants. Product Details of 3340-78-1, At least one of the reactants interacts with the solid surface in a physical process called adsorption in such a way. 3340-78-1, name is 2-Phenyl-1,2,3,4-tetrahydroisoquinoline. In an article，Which mentioned a new discovery about 3340-78-1

The Photocatalyzed Aza-Henry Reaction of N-Aryltetrahydroisoquinolines: Comprehensive Mechanism, H?- versus H+-Abstraction, and Background Reactions

The cross-dehydrogenative coupling (CDC) reaction of N-aryltetrahydroisoquinolines (THIQ) is one of the most exploited photocatalytic transformation and a test reaction for an exceptional variety of catalysts. However, its mechanism remained unclear concerning involved intermediates, reactive pathways of the amine radical cation and the influence of oxygen and the light source. Therefore, nuclear magnetic resonance (NMR), electron spin resonance (ESR) and synthetic methods were combined to provide a comprehensive picture of the reaction mechanism using Ru(bpy)3Cl2 as a photocatalyst under aerobic and anaerobic conditions. The reaction profiles and involved intermediates were monitored and analyzed by NMR spectroscopy. Several intermediates contributing to product formation were identified, the iminium ion, the hydroperoxide and dimer of THIQ, and a new ring opened intermediate, cleaved at the benzylic C-N bond. Mechanistic evidence is given that under anaerobic conditions preferentially the alpha-amino radical is formed by deprotonation, in contrast to the formation of iminium ions via H?-abstraction in the presence of oxygen. Further, the light-induced background reaction in the absence of the catalyst was studied in detail, revealing that the product formation rate is correlated to the intensity and wavelength of the light source and that oxygen is essential for an efficient conversion. The reaction rate and efficiency is comparable to previously reported photocatalytic systems, performed under aerobic conditions in combination with intense blue light sources. Thus, the multitude of reaction parameters investigated reveals the preference for hydrogen atom or proton abstraction in photoreactions and allows to assess the influence of experimental conditions on the mechanistic pathways.

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Reference：
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

One of the major reasons for studying chemical kinetics is to use measurements of the macroscopic properties of a system, HPLC of Formula: C15H15N, such as the rate of change in the concentration of reactants or products with time.In a article, mentioned the application of 3340-78-1, Name is 2-Phenyl-1,2,3,4-tetrahydroisoquinoline, molecular formula is C15H15N

Bifunctional organic sponge photocatalyst for efficient cross-dehydrogenative coupling of tertiary amines to ketones

A novel bifunctional organic sponge photocatalyst can enable the efficient coupling of tertiary amines with ketones in water. The asymmetric transformation can be also achieved by using this sponge photocatalyst.

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Reference：
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

3340-78-1, Name is 2-Phenyl-1,2,3,4-tetrahydroisoquinoline, belongs to tetrahydroisoquinoline compound, is a common compound. Formula: C15H15NIn an article, once mentioned the new application about 3340-78-1.

Copper-catalyzed oxidative trifluoromethylation of benzylic sp3 C-H bond adjacent to nitrogen in amines

Copper-catalyzed trifluoromethylation via oxidative sp3 C-H activation at the alpha-position of nitrogen in tetrahydroisoquinoline derivatives using DDQ and Ruppert-Prakash reagent has been successfully achieved. The reaction of various amines gave the corresponding trifluoromethylated products in 15-90% yields under mild conditions.

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Reference：
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

One of the major reasons for studying chemical kinetics is to use measurements of the macroscopic properties of a system, category: tetrahydroisoquinoline, such as the rate of change in the concentration of reactants or products with time.In a article, mentioned the application of 3340-78-1, Name is 2-Phenyl-1,2,3,4-tetrahydroisoquinoline, molecular formula is C15H15N

Enantioselective oxidative cross-dehydrogenative coupling of tertiary amines to aldehydes

Cooperative catalysts: An enantioselective and direct oxidative coupling of aldehydes to tertiary amines to give beta-amino alcohols is described. Catalyzed by copper(II), the reaction proceeds to give a racemic mixture of products; however, by using a combination of copper(II) and a chiral amine catalyst, the reaction gives the desired products with high enantioselectivity (see scheme).

Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. category: tetrahydroisoquinoline, If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 3340-78-1, in my other articles.

Reference：
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 3340-78-1, name is 2-Phenyl-1,2,3,4-tetrahydroisoquinoline, introducing its new discovery. COA of Formula: C15H15N

Difluoroborate-based conjugated organic polymer: a high-performance heterogeneous photocatalyst for oxidative coupling reactions

A photoactive difluoroborate-based conjugated organic polymer (B-COP) with A3B2-type donor?acceptor arrays in the polymer framework was synthesized by direct polycondensation and exhibited amorphous structure, high thermal and photophysical stability. The B-COP was shown to be a highly efficient heterogeneous photocatalyst for a wide range of photocatalytic transformations, including the oxidative coupling of primary amine and cross-dehydrogenative coupling reactions between tetrahydroisoquinolines and nucleophiles such as nitromethane, nitroethane, acetone and phenylethyl ketone.

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Reference：
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Chemistry is traditionally divided into organic and inorganic chemistry. HPLC of Formula: C15H15N, The former is the study of compounds containing at least one carbon-hydrogen bonds.In a patent，Which mentioned a new discovery about 3340-78-1

Doping metal-organic frameworks for water oxidation, carbon dioxide reduction, and organic photocatalysis

Catalytically competent Ir, Re, and Ru complexes H2L 1-H2L6 with dicarboxylic acid functionalities were incorporated into a highly stable and porous Zr6O 4(OH)4(bpdc)6 (UiO-67, bpdc = para-biphenyldicarboxylic acid) framework using a mix-and-match synthetic strategy. The matching ligand lengths between bpdc and L1-L 6 ligands allowed the construction of highly crystalline UiO-67 frameworks (metal-organic frameworks (MOFs) 1-6) that were doped with L 1-L6 ligands. MOFs 1-6 were isostructural to the parent UiO-67 framework as shown by powder X-ray diffraction (PXRD) and exhibited high surface areas ranging from 1092 to 1497 m2/g. MOFs 1-6 were stable in air up to 400 C and active catalysts in a range of reactions that are relevant to solar energy utilization. MOFs 1-3 containing [Cp*Ir III(dcppy)Cl] (H2L1), [Cp*Ir III(dcbpy)Cl]Cl (H2L2), and [Ir III(dcppy)2(H2O)2]OTf (H 2L3) (where Cp* is pentamethylcyclopentadienyl, dcppy is 2-phenylpyridine-5,4?-dicarboxylic acid, and dcbpy is 2,2?-bipyridine-5,5?-dicarboxylic acid) were effective water oxidation catalysts (WOCs), with turnover frequencies (TOFs) of up to 4.8 h -1. The [ReI(CO)3(dcbpy)Cl] (H 2L4) derivatized MOF 4 served as an active catalyst for photocatalytic CO2 reduction with a total turnover number (TON) of 10.9, three times higher than that of the homogeneous complex H 2L4. MOFs 5 and 6 contained phosphorescent [Ir III(ppy)2(dcbpy)]Cl (H2L5) and [RuII(bpy)2(dcbpy)]Cl2 (H2L 6) (where ppy is 2-phenylpyridine and bpy is 2,2?-bipyridine) and were used in three photocatalytic organic transformations (aza-Henry reaction, aerobic amine coupling, and aerobic oxidation of thioanisole) with very high activities. The inactivity of the parent UiO-67 framework and the reaction supernatants in catalytic water oxidation, CO2 reduction, and organic transformations indicate both the molecular origin and heterogeneous nature of these catalytic processes. The stability of the doped UiO-67 catalysts under catalytic conditions was also demonstrated by comparing PXRD patterns before and after catalysis. This work illustrates the potential of combining molecular catalysts and MOF structures in developing highly active heterogeneous catalysts for solar energy utilization.

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Reference：
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem