Category: 3340-78-1

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Isoindolinone Synthesis: Selective Dioxane-Mediated Aerobic Oxidation of Isoindolines

N-Alkyl and N-aryl-isoindolinones were prepared by a dioxane-mediated oxidation of isoindoline precursors. The transformation exhibits unique chemoselectivity for isoindonlines. A chiral tertiary (3)-benzylic position was not racemized during oxidation, and methyl indoprofen was prepared by late stage oxidation. Mechanistic studies suggest a selective H atom transfer, which avoids many known oxidation (by-)products of isoindolinones.

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

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Mechanistic studies of thiourea-catalyzed cross-dehydrogenative C-P and C-C coupling reactions and their further applications

Thiourea-based hydrogen bond donor has been recently disclosed by our group to be an efficient organocatalyst for cross-dehydrogenative coupling (CDC) reactions. Here we present a detailed mechanistic study of this reaction using NMR spectroscopy and kinetic isotope effect experiment. The results revealed that alpha-amino peroxide is the true intermediate within the catalytic cycle, formed via a thiourea-catalyzed rate-determining hydrogen atom transfer (HAT) process. These experimental investigations not only provide somewhat insight into the mechanism of thiourea-catalyzed CDC reactions but also promote their further applications.

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

Reference of 3340-78-1, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.3340-78-1, Name is 2-Phenyl-1,2,3,4-tetrahydroisoquinoline, molecular formula is C15H15N. In a Article£¬once mentioned of 3340-78-1

Selective functionalization of sp3 C – H bonds adjacent to nitrogen using (diacetoxyiodo)benzene (DIB)

(Chemical Equation Presented) A PhI(OAc)2 mediated selective functionalization of sp3C – H bonds adjacent to a nitrogen atom has been reported. When piperidine derivates were used, direct diacetoxylation of alpha and beta sp3 C – H adjacent to a nitrogen atom were observed to afford various cis-2,3-diacetoxylated piperidines. On the other hand, tetrahydroisoquinoline derivatives gave various alpha-C – H functionalized products in the presence of PhI(OAc)2. Nitroalkanes, dialkyl malonates, and beta-keto ester are active participants in this coupling reaction. Meanwhile, alpha-amino nitriles can also be obtained by oxidative coupling of amineswithmalononitrile. 2009 American Chemical Society.

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

In heterogeneous catalysis, the catalyst is in a different phase from the reactants. Quality Control of 2-Phenyl-1,2,3,4-tetrahydroisoquinoline, 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

Asymmetric Aerobic Oxidative Cross-Coupling of Tetrahydroisoquinolines with Alkynes

An efficient asymmetric aerobic oxidation of tetrahydroisoquinolines with terminal alkynes was realized under mild reaction conditions using O2 as the sole oxidant. A chiral N,N?-dioxide/zinc(II)/iron(II) bimetallic cooperative catalytic system proves to be efficient for the formation of various alpha-alkynyl substituted tetrahydroisoquinolines in good to excellent yields and enantioselectivities. A primary mechanistic study supports an enantioselective electrophilic addition of zinc acetylide to the iminium intermediates, formed through a molecular O2-involved oxidative process.

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

Synthetic Route of 3340-78-1, Catalysts function by providing an alternate reaction mechanism that has a lower activation energy than would be found in the absence of the catalyst. In some cases, the catalyzed mechanism may include additional steps.In a article, 3340-78-1, molcular formula is C15H15N, introducing its new discovery.

Organic sponge photocatalysis

The successfully developed polydimethylsiloxane (PDMS, a green and highly transparent polymer material) sponge photocatalyst can catalyze cross-dehydrogenative coupling (CDC) of tertiary amines and various nucleophiles with high efficiency and reusability under visible light irradiation. Through an easy-to-build continuous flow reactor, the sponge photocatalytic reaction can be facilely scaled up.

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

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Fast, solvent-free asymmetric alkynylation of prochiral sp3 C-H bonds in a ball mill for the preparation of optically active tetrahydroisoquinoline derivatives

Solvent-free asymmetric cross-dehydrogenative-coupling (CDC) reaction between the sp3 C-H bond of prochiral CH2 and terminal alkynes was first studied under High-Speed Ball-Milling conditions. A series of optical active 1-alkynyl tetrahydroisoquinoline derivatives were achieved by using recoverable copper balls together with PyBox chiral ligand in the presence of 2,3-dichloro-5,6- dicyano-1,4-benzoquinone (DDQ). All coupling products were obtained in good yields at short reaction time with enantiomeric excesses up to 79%.

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

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Direct oxidative phosphonylation of amines under metal-free conditions

Direct oxidation coupling of tertiary amines and dialkyl- or diphenyl-substituted phosphonates was developed. The reaction was mediated by DDQ under room temperature. Various phosphonates and N-aryl tetrahydroisoquinolines were tolerated in this reaction, and alpha-aminophosphonates were obtained with up to 99% yield.

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

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CeO2-Catalyzed C-H Functionalization of N-Aryltetrahydroisoquinolines: An Aerobic Cross-Dehydrogenative Coupling Reaction between Two sp3 C-H Bonds

CeO2 has been used as heterogeneous catalyst for carbon-carbon bond formation via cross-dehydrogenative coupling (CDC). It works efficiently for oxidative C?C bond formation between N-aryltetrahydroisoquinoline derivatives and a carbon nucleophile nitroalkane and acetone under aerobic conditions. This is the first report of CeO2 as a low temperature catalyst for the carbon-carbon bond formation reaction between two sp3 C?H bonds.

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

Chemistry is traditionally divided into organic and inorganic chemistry. name: 2-Phenyl-1,2,3,4-tetrahydroisoquinoline, 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

C60-Bodipy dyad triplet photosensitizers as organic photocatalysts for photocatalytic tandem oxidation/[3+2] cycloaddition reactions to prepare pyrrolo[2,1-a]isoquinoline

C60-Bodipy hybrids exhibiting strong absorption of visible light and long-lived triplet excited states were used as photocatalysts for tandem oxidation/[3+2] cycloaddition of tetrahydroisoquinoline with N-phenylmaleimide to produce pyrrolo[2,1-a]isoquinolines. The reaction is substantially accelerated, compared to that catalyzed by Ru(bpy)3Cl2.

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

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Highly efficient Cu-catalyzed oxidative coupling of tertiary amines and?siloxyfurans

A mild, selective, and efficient protocol for the synthesis of gamma-aminoalkyl butenolides via the oxidative coupling between tertiary amines and siloxyfurans catalyzed by simple copper salts was developed. Compared with the reported method, our method employs copper catalyst instead of the expensive rhodium catalyst. Besides TBHP, both O2 and H2O2 can also be utilized as oxidant to effect the coupling.

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