Extended knowledge of 1745-07-9

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

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Iron-catalyzed oxidative coupling of alkylamines with arenes, nitroalkanes, and 1,3-dicarbonyl compounds

FeCl3 in combination with t-BuOOt-Bu as an oxidant was found to catalyze oxidative coupling of alkylamines with arenes, nitroalkanes, and 1,3-dicarbonyl compounds to give arylmethylamines, beta-nitroalkylamines, and 2-(aminomethyl)-1,3-dicarbonyl compounds, respectively.

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

Brief introduction of 2-Phenyl-1,2,3,4-tetrahydroisoquinoline

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Merging of the photocatalysis and copper catalysis in metal-organic frameworks for oxidative C-C bond formation

The direct formation of new C-C bonds through photocatalytic oxidative coupling from low reactive sp3 C-H bonds using environmentally benign and cheap oxygen as oxidant is an important area in sustainable chemistry. By incorporating the photoredox catalyst [SiW11O39Ru(H2O)]5- into the pores of Cu-based metal-organic frameworks, a new approach for merging Cu-catalysis/Ru-photocatalysis within one single MOF was achieved. The direct CuII-O-W(Ru) bridges made the two metal catalyses being synergetic, enabling the application on the catalysis of the oxidative coupling C-C bond formation from acetophenones and N-phenyl-tetrahydroisoquinoline with excellent conversion and size-selectivity. The method takes advantage of visible light photoredox catalysis to generate iminium ion intermediate from N-phenyl-tetrahydroisoquinoline under mild conditions and the easy combination with Cu-catalyzed activation of nucleophiles. Control catalytic experiments using similar Cu-based sheets but with the photoredox catalytic anions embedded was also investigated for comparison.

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

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

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Solvent-free cross-dehydrogenative coupling reactions under high speed ball-milling conditions applied to the synthesis of functionalized tetrahydroisoquinolines

Solvent-free reaction using a high-speed ball milling technique has been first applied to cross-dehydrogenative coupling (CDC) reactions between tetrahydroisoquinolines and three types of pronucleophiles such as nitroalkanes, alkynes, and indoles. All coupling products were obtained in good yields at short reaction times (no more than 40 min). When alkynes and indoles were used as pronucleophile, the reactions can be catalyzed efficiently by recoverable copper balls without any additional metal catalyst.

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

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Synthesis, structures, and magnetism of copper(II) and manganese(II) coordination polymers with azide and pyridylbenzoates

Three transition-metal coordination polymers with azide and/or carboxylate bridges have been synthesized from 4-(3-pyridyl)benzoic acid (4,3-Hpybz) and 4-(4-pyridyl)benzoic acid (4,4-Hpybz) and characterized by X-ray crystallography and magnetic measurements. Compound 1, [Cu(4,3-pybz)(N3)] n, consists of 2D coordination networks in which the uniform chains with (mu-EO-N3)(mu-COO) double bridges are cross-linked by the 4,3-pybz ligands. Compound 2, [Cu2(4,4-pybz)3(N 3)]n?3nH2O, consists of 2-fold interpenetrated 3D coordination networks with the alpha-Po topology, in which the six-connected dinuclear motifs with mixed (mu-EO-N3)(mu-COO) 2 (EO = end-on) triple bridges are linked by the 4,4-pybz spacers. Compound 3, [Mn(4,4-pybz)(N3)(H2O)2] n, contains 2D manganese(II) coordination networks in which the chains with single mu-EE-N3 bridges (EE = end-to-end) are interlinked by the 4,4-pybz ligands, and the structure also features a 2D hydrogen-bonded network in which MnII ions are linked by double triatomic bridges, (mu-EE-N3)(O-H???N) and (O-H???O)2. Magnetic studies indicated that the mixed azide and carboxylate bridges in 1 and 2 induce ferromagnetic coupling between CuII ions and that 3 features antiferromagnetic coupling through the EE-azide bridge. In addition, compound 1 exhibits antiferromagnetic ordering below 6.2 K and behaves as a field-induced metamagnet. A magnetostructural survey indicates a general trend that the ferromagnetic coupling through the mixed bridges decreases as the Cu-N-Cu angle increases.

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

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Related Products of 82586-60-5, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.82586-60-5, Name is (S)-tert-Butyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride, molecular formula is C14H20ClNO2. In a Patent,once mentioned of 82586-60-5

N-SUBSTITUTED AMINO ACIDS AS INTERMEDIATES IN THE PREPARATION OF ACYL DERIVATIVES OF 1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACIDS

N-substituted amino acids are described which when coupled with 1,2,3, 4-tetrahydroisoquinolines result in substituted acyl derivatives of 1,2,3, 4-tetrahydroisoquinoline-3-carboxylic acids as anti-hypertensive agents. The novel intermediates are in turn prepared by reacting an amino acid such as alanine with 2-bromo-4-phenyl butanoic acid or an ester thereof.

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

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Application of 22990-19-8, Because a catalyst decreases the height of the energy barrier, its presence increases the reaction rates of both the forward and the reverse reactions by the same amount.22990-19-8, Name is 1-Phenyl-1,2,3,4-tetrahydroisoquinoline, molecular formula is C15H15N. In a article,once mentioned of 22990-19-8

Rearrangements of 1,6,7-Trisubstituted 2-Methyl-1,2,3,4-tetrahydroisoquinolinium 2-Methylides

Chemical behavior of 1,6,7-trisubstituted 2-methy-1,2,3,4-tetrahydroisoquinolinium 2-methylides 4 was investigated in fluoride-ion induced desilation reaction of 1,6,7-trisubstituted 2-methyl-2-(trimethylsilyl)methyl-1,2,3,4-tetrahydroisoquinolinium iodides 3.The 1-nonsubstituted (4a,b) and 1-alkyl-substituted ylides (4c,d) gave mixtures of five products (7-11), but the 1-phenyl-substituted analogues (4e,f) yielded (E)- and (Z)-2,3-disubstituted 5-benzylidene-1,3-cyclohexadiene-6-spiro-3′-1′-methylpyrrolidines (E)-5 and (Z)-5 and 7,8-disubstituted 3-methyl-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepines 6.The mechanisms of the rearrangement are discussed.

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

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alpha-Alkylation of tertiary amines by C(sp3)?C(sp3) cross-coupling under redox neutral photocatalysis

Direct alpha-alkylation of N-phenyl-tetrahydroisoquinoline with alkyl selenides of desired alkyl chain length and functionality is reported by photoredox catalysis. Construction of hexahydro pyrrolo- and pyrido-isoquinoline scaffolds along with indolines and tetrahydroquinolines is also described by intramolecular C(sp3)?C(sp3) cross-couplings.

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

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Preparation of aromatic and heteroaromatic carboxylic acids by catalytic ozonolysis

A process for catalytically oxidizing alkylaromatic compounds of the formula (I) Ar?CH2?R where Ar is an optionally substituted, aromatic or heteroaromatic 5-membered or 6-membered ring or a ring system having up to 20 carbon atoms where Ar may optionally be fused to a C1-C6-alkyl group in which up to 2 carbon atoms may be replaced by a heteroatom, and R is hydrogen, phenyl, benzyl or heteroaryl, where the phenyl, benzyl or heteroaryl radicals may also be joined to Ar by a bridge, or R together with Ar forms an optionally substituted ring system which may contain one or more optionally substituted heteroatoms, to the corresponding aromatic or heteroaromatic carboxylic acids in a solvent with ozone in the presence of a transition metal catalyst and optionally in the presence of an acid at a temperature between ?70 C. and 110 C. to the corresponding carboxylic acid.

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

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ION CHANNEL MODULATORS

The present teachings provide compounds of Formula (I): and pharmaceutically acceptable salts, hydrates, and esters thereof, wherein Ar, R1, R2, R3, p, and X are defined herein. The present teachings also provide processes for producing said compounds and their pharmaceutically acceptable salts, hydrates and esters, and methods of treating a pathological condition or disorder, or alleviating a symptom thereof, using said compounds including their pharmaceutically acceptable salts, hydrates and esters. The compounds can be useful in modulating ion channel activity including treating a variety of conditions associated with the abnormal modulation of one or more voltage-gated calcium channels.

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