Extended knowledge of 2-Phenyl-1,2,3,4-tetrahydroisoquinoline

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Highly efficient CuBr-catalyzed cross-dehydrogenative coupling (CDC) between tetrahydroisoquinolines and activated methylene compounds

A novel and efficient C-C bond-formation method was developed: the cross-dehydrogenative coupling (CDC) reaction catalyzed by copper bromide in the presence of an oxidizing reagent, tBuOOH. The CDC reaction provides a simple and efficient catalytic method to construct beta-amino diesters and beta-dicyano amines by a combination of two different sp3 C-H bonds followed by C-C bond formation. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.

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

Extracurricular laboratory:new discovery of 2-Phenyl-1,2,3,4-tetrahydroisoquinoline

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Oxidative coupling of amines and ketones by combined vanadium- and organocatalysis

The combination of vanadium- and organocatalysis allows for the direct oxidative coupling of cyclic tertiary amines with non-activated ketones without the need for preformed leaving groups.

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

Some scientific research about 2-Phenyl-1,2,3,4-tetrahydroisoquinoline

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Platinum(II) Schiff Base Complexes as Photocatalysts for Visible-Light-Induced Cross-Dehydrogenative Coupling Reactions

Four phosphorescent platinum(II) Schiff base complexes are screened for application in visible-light-induced cross-dehydrogenative coupling (CDC) reactions. Preliminary studies show that, among the four platinum(II) complexes, Pt3 is an efficient catalyst for CDC reactions with oxygen as an oxidant. Light irradiation (lambda>420 nm) on a mixture of the PtII complex, tertiary amine, and a variety of nucleophiles (nitroalkanes, ketones, or indoles) under aerobic conditions gives alpha-functionalized tertiary amines in good to excellent yields. The photoluminescence quenching experiment reveals that the CDC reaction is initiated by photoinduced electron transfer from N-phenyltetrahydroisoquinoline to the PtII complex. Further, electron spin resonance (ESR) measurements clearly indicate the formation of superoxide radical anions (O2.-) rather than singlet oxygen (1O2) during the photocatalytic reaction.

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

The important role of 3340-78-1

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Carbon nitride-catalyzed photoredox C-C bond formation with N-aryltetrahydroisoquinolines

In this communication we describe the oxidative C-C bond formation of tertiary amines with various nucleophiles under very mild and environmental friendly conditions by using mesoporous graphitic carbon nitride (mpg-C 3N4) semiconductor as a heterogeneous, metal-free photosensitizer in combination with visible light and oxygen as the terminal oxidation agent. This system can be further combined with proline- organocatalysis to achieve oxidative tandem photocatalysis, demonstrating a rich cascade of chemical possibilities of the current photosynthesis system. Copyright

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

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A activation containing C – H bond in the compound of C – H key method and its application (by machine translation)

The invention discloses an activating compound containing C – H bond in C – H of the key of the method, the method comprises: inert gas protection and visible light irradiation, containing the photocatalyst and solvent in the system, adding containing C – H compound of the key, the photocatalyst is a quantum dot. The invention also discloses a key compound containing C – H of the C – H bond functionalized method, the method comprises: inert gas protection and visible light irradiation, containing the photocatalyst and solvent in the system, adding containing C – H compound of the key, the photocatalyst for the quantum dot, and containing C – H to the compound of the key in the key functionalized C – H. The invention under protection of inert gas, by using visible light irradiation, realizing C – H key activation and alkene third functionalization of the C – H bond. The invention quantum dot as a photocatalyst, mild reaction conditions, without the participation of the oxidizing agent, the atom economy, catalyst can be reused. (by machine translation)

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

Discovery of 2-Phenyl-1,2,3,4-tetrahydroisoquinoline

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TiO2 Nanoparticles Functionalized with Non-innocent Ligands Allow Oxidative Photocyanation of Amines with Visible/Near-Infrared Photons

Photosynthesis is an efficient mechanism for converting solar light energy into chemical energy. We report on a strategy for the aerobic photocyanation of tertiary amines with visible and near-infrared (NIR) light. Panchromatic sensitization was achieved by functionalizing TiO2 with a 2-methylisoquinolinium chromophore, which captures essential features of the extended ?-system of 2,7-diazapyrenium (DAP2+) dications or graphitic carbon nitride. Two phenolic hydroxy groups make this ligand highly redox-active and allow for efficient surface binding and enhanced electron transfer to the TiO2 surface. Non-innocent ligands have energetically accessible levels that allow redox reactions to change their charge state. Thus, the conduction band is sufficiently high to allow photochemical reduction of molecular oxygen, even with NIR light. The catalytic performance (up to 90% chemical yield for NIR excitation) of this panchromatic photocatalyst is superior to that of all photocatalysts known thus far, enabling oxidative cyanation reactions to the corresponding alpha-cyanated amines to proceed with high efficiency. The discovery that the surface-binding of redox-active ligands exhibits enhanced light-harvesting in the red and NIR region opens up the way to improve the overall yields in heterogeneous photocatalytic reactions. Thus, this class of functionalized semiconductors provides the basis for the design of new photocatalysts containing non-innocent donor ligands. This should increase the molar extinction coefficient, permitting a reduction of nanoparticle catalyst concentration and an increase of the chemical yields in photocatalytic reactions.

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

Archives for Chemistry Experiments of 2-Phenyl-1,2,3,4-tetrahydroisoquinoline

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Catalytic Asymmetric Electrochemical Oxidative Coupling of Tertiary Amines with Simple Ketones

Catalytic asymmetric electrochemical C-H functionalization of simple ketones has been developed. The transformation is realized by the combination of electrochemical oxidation and chiral primary amine catalysis. This metal- and oxidant-free method furnishes diverse C1-alkylated tetrahydroisoquinolines in high yields and with excellent enantioselectivities under very mild conditions.

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

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Direct vinylogous oxidative cross-dehydrogenative coupling of 4-nitroisoxazoles with N-aryl tetrahydroisoquinolines in water under air conditions

A direct vinylogous cross-dehydrogenative coupling (CDC) reaction of N-aryl tetrahydroisoquinolines with 3,5-dialkyl-4-nitroisoxazoles catalysed by CuBr using air as the oxidant in water has been developed. This new strategy provides an efficient and environmentally benign way to access medicinally important isoxazole substituted tetrahydroisoquinoline derivatives under mild conditions.

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

More research is needed about 3340-78-1

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Cu(I)-catalyzed one-pot decarboxylation-alkynylation reactions on 1,2,3,4-tetrahydroisoquinolines and one-pot synthesis of triazolyl-1,2,3,4-tetrahydroisoquinolines

A facile and efficient method to introduce alkyne groups to the C-1 position of biologically interesting 1,2,3,4-tetrahydroisoquinolines via direct C[sbnd]H-functionalization is reported. Various alkynylated N-substituted 1,2,3,4-tetrahydroisoquinolines could be obtained by using copper(I)-chloride as catalyst, alkynoic acids as alkyne source and t-BuOOH as oxidant, in a one-pot two-step decarboxylation- alkynylation reaction in moderate to high yields. Furthermore, a one-pot protocol of a three-step decarboxylation-alkynylation-1,3-dipolar cycloaddition reaction leading to 1-triazolyl-tetrahydroisoquinolines was developed, a hitherto unknown reaction cascade.

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

Discovery of 2-Phenyl-1,2,3,4-tetrahydroisoquinoline

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A stable microporous mixed-metal metal-organic framework with highly active cu2+ sites for efficient cross-dehydrogenative coupling reactions

Two metalloporphyrin octacarboxylates were used to link copper(II) nodes for the formation of two novel porous mixed-metal metal-organic frameworks (M’MOFs) containing nanopore cages (2.1 nm in diameter) or nanotubular channels (1.5 nm in diameter). The highly active Cu2+ sites on the nanotubular surfaces of the stable porous M’MOF ZJU-22, stabilized by three-connected nets, lead to the superior catalytic activity for the cross-dehydrogenative coupling (CDC) reaction.

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