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A method for enantioselective hydrogenation of cyclic imines with gaseous hydrogen has been developed. Easily accessible Noyori-Ikariya Ru(ii) and Rh(iii) complexes can be used directly without an inert atmosphere. Substrate activation has been achieved by trifluoroacetic acid. A new hydroxyl-functionalized complex is reported, showing high activity in transfer hydrogenation.

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Thiazazincolidine complexes, 2, were shown to be excellent catalysts for enantioselective reduction of dihydroisoquinolines 1 with BH3 · THF to the corresponding amines in good ee.

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A catalytic reductive C1-acylation of 3,4-dihydroisoquinolines is presented that gives direct access to 1,1-disubstituted tetrahydroisoquinolines. The reaction is a titanium(III)-catalyzed reductive umpolung process in which nitriles act as effective acylation agents. The method is highly chemo- and regioselective and is demonstrated in 20 examples. It is well-suited for the large-scale synthesis of functionalized tetrahydroisoquinoline products, which is exemplified in the form of a six-step synthesis of (±)-3-demethoxyerythratidinone. (Figure Presented).

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It was shown that ketonimines, which can have imine-enamine tautomerism, react with pyrylium salts in the enamine form.In such reactions, the 2-benzopyrylium salts are transformed into unsaturated ketones, and their monocyclic analogs are transformed into either quinolizinium salts or pyridinium salts depending on the structure of the initial imine.

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4721-98-6, Name is 6,7-Dimethoxy-1-methyl-3,4-dihydroisoquinoline, belongs to isoquinoline compound, is a common compound. Formula: C12H15NO2In an article, once mentioned the new application about 4721-98-6.

The oxidation chemistry of salsolinol-1-carboxylic acid (1), an alkaloid endogenous to the central nervous system which is elevated as a result of ethanol consumption, has been studied by electrochemical approaches at pH 7.0 in aqueous solution.The first voltammetric oxidation peak of Ia of 1 at pH 7.0 occurs at Ep = +0.116 V, indicating that this alkaloid is a very easily oxidized compound.The peak Ia reaction is a 2e-2H+ oxidation of 1 to 1,2,3,4-tetrahydro-1-methyl-1-carboxy-6,7-isoquinolinedione (8), which rapidly decarboxylates (k > 103 s-1) to give predominantly the quinone methide tautomer of 3,4-dihydro-1-methyl 6,7-isoquinolinediol (2).The latter compound is responsible for the second observed oxidation peak IIa observed with 1.This peak is a 2e oxidation of 2 to a quinoid intermediate (9) which can either be attacked by water to yield 3,4-dihydro-1-methyl-5,7-dihydroxyisoquinolin-6-one (13b) (which is readily further oxidized to 3,4-dihydro-1-methyl-5-hydroxyisoquinoline-6,7-dione (3) or aromatizes to yield 1-methyl-6,7-isoquinolinediol (4).Preliminary in vivo experiments have revealed that 2 and 13b are behavioral toxins when injected into the brains of laboratory mice.The in vitro oxidation reactions of 1 and 2 reported here might be of relevance to the neurodegenerative, behavioral, and addictive consequences of chronic alcoholism.

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Only four types of dimeric precursors [RuCl2(eta6-arene)]2 for the synthesis of Noyori’s half sandwich diamine catalysts [RuCl(TsDPEN)(eta6-arene)] are commercially available, yet so far no study has tried to systematically evaluate how these systems perform during the asymmetric transfer hydrogenation of various 3,4-dihydroisoquinolines (i.e., the typical substrates for Noyori asymmetric transfer hydrogenation benchmarking). Experiments combined with molecular modeling allowed us to assess their properties and formulate a hypothesis clarifying the difference in enantioselectivity of these systems.

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The substitution of a methoxy group by a methylamino group in 3,4-dihydroisoquinolines, catalyzed by ammonium chloride, takes place when the methoxy group is at the para position but not at the meta position to the imino group, which is a structural fragment of the bicyclic system. 1-Methylisoquinolinium salts containing a methoxy group at position 6 or 7 undergo recyclization to naphthalene derivatives under the influence of an alcohol solution of methylamine, and the 6-methoxy group is substituted by a methylamino group.In isoquinolines the reactivity of the methoxy group toward methylamine is significantly lower.Substitution in 6- and 7-methoxyisoquinolines takes place with the initial formation of hydroxyisoquinolines followed by substitution of the hydroxyl group by a methylamino group.

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4721-98-6, Name is 6,7-Dimethoxy-1-methyl-3,4-dihydroisoquinoline, belongs to isoquinoline compound, is a common compound. Product Details of 4721-98-6In an article, once mentioned the new application about 4721-98-6.

Exclusive 1,6-cyclization occurred to afford isoquinoline frameworks when the enamide and the enamine substrates bearing exo-olefin moiety were treated with tri-n-butyltin hydride in the presence of radical initiator (9a, b ? 12a, b; 13a, b ? 18a, b), respectively. On the other hand, competitive 1,6- and 1,5-cyclization occurred to give a mixture of isoquinolone and isoindolone frameworks when the enamide substrates bearing endo-olefin moiety were treated under the same conditions (22a, b ? 26a, b and 27a, b).

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In heterogeneous catalysis, the catalyst is in a different phase from the reactants. name: 6,7-Dimethoxy-1-methyl-3,4-dihydroisoquinoline, At least one of the reactants interacts with the solid surface in a physical process called adsorption in such a way. 4721-98-6, name is 6,7-Dimethoxy-1-methyl-3,4-dihydroisoquinoline. In an article,Which mentioned a new discovery about 4721-98-6

The asymmetric transfer hydrogenation of imines was performed with the use of a polymer-immobilized chiral catalyst. The chiral catalyst, prepared from crosslinked polystyrene-immobilized chiral 1,2-diamine monosulfonamide, was effective in the asymmetric transfer hydrogenation of N-benzyl imines in CH 2Cl2 to give a chiral amine in high yield and good enantioselectivity. Furthermore, an amphiphilic polymeric catalyst prepared from crosslinked polystyrene containing sulfonated groups successfully catalyzed the asymmetric transfer hydrogenation of cyclic imines in water. Enantioenriched secondary amines with up to 94% ee were obtained by using a polymeric catalyst.

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The oxoprotoberberine alkaloids 1a-d have been synthesized efficiently from the enamide derivatives 2a-d by a radical-initiated cyclization reaction utilizing n-Bu3SnH/AIBN and CuCl. The enamide derivatives 2a-d were prepared from phenylethylamine analogues 5a-b, followed by acylation with acetic anhydride, Bischler-Napieralski cyclization with POCl3 and benzoylation with the corresponding bromobenzoyl chloride, respectively.

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Isoquinoline – Wikipedia,
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