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

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Recent advances in copper-catalyzed oxidative cross-coupling chemistry

Development of cross-coupling chemistry by direct functionalization of C-H or heteroatom-H bonds under oxidative conditions proved to be ideal method for the construction of C-C and C-heteroatom bonds in recent times. Several transition metal catalysts were successfully utilized for these kind of transformations over the past several years. Among them, copper salts are of special importance because of their easy availability, biocompatibility and economical advantages. This review summarizes the current trends in Cu-catalyzed inter and intramolecular reactions under oxidative dehydrogenation process in achieving C-C, C-O, C-N, C-S and C-P bond formations over the past 3 years.

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

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3340-78-1, Name is 2-Phenyl-1,2,3,4-tetrahydroisoquinoline, belongs to tetrahydroisoquinoline compound, is a common compound. Quality Control of 2-Phenyl-1,2,3,4-tetrahydroisoquinolineIn an article, once mentioned the new application about 3340-78-1.

Synthetic method of tetrahydroisoquinoline derivatives

The present invention according to manufacturing method 2 from the high draw child small quinoline thio urea with a catalyst of high draw child small quinoline derivatives via reaction 2 beta keto acid (beta-a keto acids) decarbonization acid number can be efficiently high pressure liquid coolant. (by machine translation)

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

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Carbon Nitride-Catalyzed Photoredox Sakurai Reactions and Allylborations

Within the last couple of years, the photocatalytic, oxidative C-C coupling has grown to a well-established methodology, especially for the modification of aryl-substituted tetrahydroisoquinoline derivatives. However, until now, this reaction is mainly restricted to the usage of strong nucleophiles like nitroalkanes, cyanides, enamines, phosphonates and malonates. Within this publication we present an extension of such a method towards the application of weaker nucleophiles, namely allylstannanes, allylsilanes and allylboranes. Therefore, a very simple protocol was invented, using heterogeneous mesoporous graphitic carbon nitride (mpg-C3N4) as catalyst and air as oxidizing agent, leading to high yields for a broad range of substrates.

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

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N-Arylamines Coupled with Aldehydes, Ketones, and Imines by Means of Photocatalytic Proton-Coupled Electron Transfer

A photoredox-catalyzed umpolung strategy for coupling reactions between aldehydes, ketones, imines, and N-arylamines is reported. These reactions proceed by a Br¡ãnsted acid-activated proton-coupled electron transfer pathway, and the protocol was used to synthesize a broad scope of 1,2-amino alcohols and vicinal diamines, both of which are common motifs in biologically active natural products, pharmaceutically active molecules, and ligands.

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

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Gold-catalyzed direct indolation of tetrahydroisoquinolines

Nitrogen-containing heterocyclic compounds are important motifs of pharmaceuticals and functional materials, and there has been a growing interest in new synthetic methods for their preparations. In this paper, we report a direct cross-coupling reaction of indole with N-aryl tetrahydroisoquinolines in the presence of gold catalyst. The reaction is compatible with a wide range of substituted indoles, to enable the formation of various alkylated heteroarenes under very mild reaction conditions. Nitrogen-containing heterocyclic compounds are important motifs of pharmaceuticals and functional materials, and there has been a growing interest in new synthetic methods for their preparations. In this paper, we report a direct cross-coupling reaction of indole with N-aryl tetrahydroisoquinolines in the presence of gold catalyst. The reaction is compatible with a wide range of substituted indoles, to enable the formation of various alkylated heteroarenes under very mild reaction conditions. Copyright

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

Final Thoughts on Chemistry for 2-Phenyl-1,2,3,4-tetrahydroisoquinoline

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Luminescent Cyclometalated Gold(III) Alkyl Complexes: Photophysical and Photochemical Properties

A series of luminescent cyclometalated gold(III) complexes having alkyls as auxiliary ligands has been prepared. The alkyl ligand was found to effectively increase the emission quantum yields and lifetimes of luminescent cyclometalated gold(III) complexes by circumventing the population of LLCT excited states that are found in complexes supported by arylacetylide ligands. These gold(III) alkyl complexes exhibit emission quantum yields and lifetimes of up to 0.40 and 180 mus, respectively, in solution at room temperature. The triplet emission color of these complexes is tunable from yellow to sky blue by modifying the cyclometalating ligand.

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

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Investigations of the Copper-Catalyzed Oxidative Cross-Coupling of Tetrahydroisoquinolines with Diethylzinc by a Combination of Mass Spectrometric and Electrochemical Methods

The aerobic oxidative cross-coupling of tetrahydroisoquinolines (THIQs) with diethylzinc catalyzed by CuCl2 has been examined by means of electrospray mass spectrometry (ESI-MS). Substrates, intermediates, and the product were readily detected. Particular emphasis has been placed on the role of CuCl2. Formation of the intermediate iminium species has been investigated in more detail by ESI-MS, electrochemistry-coupled ESI mass spectrometry (EC-MS), and cyclic voltammetry (CV). Our experiments have consistently revealed strong influences of the N-substituent of the THIQ derivative and its oxidation stability with respect to CuCl2. The results may help to expand the synthetic scope of the reaction, while also further establishing EC-MS as a valuable technique for linking mass spectrometry with cyclic voltammetry in mechanistic studies of organic redox reactions.

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

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C-3 functionalization of indole derivatives with isoquinolines

The literature on the syntheses of substituted 1-(indol-3-yl)-1,2,3,4-tetrahydroisoquinoline derivatives is reviewed. Two main synthetic procedures have been applied for these syntheses. One is cross-dehydrogenative coupling, which can furnish various C-3 functionalized indoles; oxidants and/or catalysts are usually needed. Another convenient synthetic method is the aza-Friedel-Crafts alkylation of indole derivatives with dihydroisoquinoline, the main advantage of this being the direct catalyst-free coupling under mild experimental conditions. The review also considers miscellaneous reactions, where the isoquinoline skeleton is achieved in one of the final steps of the synthesis.

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

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PHENYLATION OF AROMATIC AND ALIPHATIC AMINES BY PHENYLLEAD TRIACETATE USING COPPER CATALYSIS

Copper catalysed phenylation of aromatic and aliphatic amines using phenyllead triacetate has been compared with the analogous reactions using five-valent bismuth derivatives.

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

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Fluorine-Phenanthroimidazole Porous Organic Polymer: Efficient Microwave Synthesis and Photocatalytic Activity

A porous polymer containing a fluorophenylphenanthroimidazole core was easily prepared via one-pot Suzuki-Miyaura cross-coupling reactions under microwave heating. These new metal-free polymers have demonstrated heterogeneous photocatalytic activity toward aza-Henry reaction with reasonable recyclability. Their preparation require a minimal workup to build porous networks with control over the apparent surface area and pore volume from suitable molecular building blocks containing 2-(1H-phenanthro[9,10-d]imidazol-2-yl)-3,5-difluorophenol (PhIm-2F), as rigid and multitopic node, which afforded a conjugated porous polymer (CPP-PhIm-2F). A series of fluorinated ligands have shown their capability in the preparation of soluble and supported cationic Ru(bpy)2(F-phenanthroimidazole) complexes by reaction with Ru(bpy)2Cl2 and demonstrating a beneficial effect of two fluorine atoms on the photocatalytic effect.

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