16576-23-1

Usage

Uses

Used in Chemical Synthesis:
1-Isoquinolinyl phenyl ketone is used as a reagent for the formation of novel metal complexes. It reacts with metal complexes such as ReCl3(MeCN)(PPh3)] to give [ReCl3(N-O)(PPh3)], and with the [ReOBr3(PPh3)2] complex in acetone to yield a new complex, [ReOBr2(iquinpk-OH)(PPh3)]. These reactions highlight the potential of Iquinpk in the synthesis of new coordination compounds with potential applications in various fields, including catalysis, pharmaceuticals, and materials science.
Used in Coordination Chemistry:
In the field of coordination chemistry, 1-Isoquinolinyl phenyl ketone is used as a ligand to form complexes with metal ions. Its ability to coordinate with metal ions and influence their reactivity makes it a valuable tool for studying the properties and applications of metal complexes. This can lead to the development of new catalysts, sensors, and other functional materials.
Used in Pharmaceutical Research:
The unique reactivity and coordination properties of 1-Isoquinolinyl phenyl ketone make it a promising candidate for the development of new pharmaceutical compounds. By forming complexes with metal ions, Iquinpk can potentially be used to design novel drugs with improved efficacy and selectivity. Further research in this area could lead to the discovery of new therapeutic agents for various diseases and medical conditions.
Used in Materials Science:
The formation of metal complexes with 1-Isoquinolinyl phenyl ketone can also be applied in the field of materials science. These complexes may exhibit unique optical, electronic, or magnetic properties that can be harnessed for the development of advanced materials with potential applications in electronics, sensors, and other high-tech industries.

InChI:InChI=1/C16H11NO/c18-16(13-7-2-1-3-8-13)15-14-9-5-4-6-12(14)10-11-17-15/h1-11H

Upstream product

• 1198-30-7 1-isoquinolinecarbonitrile 
• 10175-00-5 1-(α-Hydroxybenzyl)isoquinoline 
• 844-25-7 2-benzoyl-1-cyano-1,2-dihydroisoquinoline 
• 6940-49-4 3-Bromophthalide 
• 119-65-3 isoquinoline 
• 98-88-4 benzoyl chloride 
• 13665-04-8 2,2-dibromoacetophenone 
• 108-88-3 toluene 
• 6907-59-1 1-benzylisoquinoline 
• 100-46-9 benzylamine 
• 613-94-5 benzoic acid hydrazide 
• 1532-72-5 isoquinoline N-oxide 
• 19658-77-6 1-iodoisoquiniline 
• 402717-66-2 1-benzoyl-N-4-methylbenzenesulfonyl-1,2,3,4-tetrahydroisoquinoline 

Downstream Products

• 114447-70-0 1-benzoyl-2-benzyl-isoquinolinium; bromide 
• 5467-92-5 isoquinolin-1-yl(diphenyl)methanol 
• 102024-06-6 [1]isoquinolyl-phenyl-[2]thienyl-methanol 
• 102467-74-3 (4-chloro-phenyl)-[1]isoquinolyl-phenyl-methanol 
• 102594-30-9 [1]isoquinolyl-(4-methoxy-phenyl)-phenyl-methanol 
• 6907-59-1 1-benzylisoquinoline 
• 10349-56-1 α-(methylsulfinylmethyl)-α-phenyl-1-isoquinolinemethanol 
• 10175-00-5 1-(α-Hydroxybenzyl)isoquinoline 
• 124104-88-7 15-phenyl-benz[h]isoquino[2,1-b]isoquinolinylium; bromide 
• 1567388-96-8 12-acetyl-1-aza-11-phenyltricyclo[8.3.0.04,9]trideca-2,4⁽⁹⁾,5,7,10,12-hexaene 
• 1567388-98-0 2-aza-14-oxo-12-phenyltetracyclo[11.4.0.02,11,05,10]heptdeca-1⁽¹³⁾,3,5⁽¹⁰⁾,6,8,11-hexaene 

Relevant academic research and scientific papers

A NEW ACCESS TO 2-BENZOYLQUINOLINE AND 1-BENZOYLISOQUINOLINE USING A NOVEL MODE OF BASE-INDUCED DECOMPOSITION OF N-ALKOXYPYRIDINIUM SALTS

A novel mode of fragmentation alkoxylogous of Katritzky's mode A of decomposition of N-alkoxypyridinium salts can become exclusive in the quinoline and isoquinoline series, providing a new access to benzoyl derivatives of these heterocycles.

Metal-Free Photoinduced Deformylative Minisci-Type Reaction

A metal-free deformylative Minisci-type reaction is disclosed by using aliphatic aldehydes as alkyl radical precursors. The reaction proceeds via a sequence of hydrogen atom abstraction (HAA) from aldehyde and decarbonylation under mild photochemical conditions. The transformation offers many advantages including good regioselectivity, broad substrate scope, and easy operation. The reaction is also amenable to late-stage functionalization of complex heteroarenes, and can be readily performed on gram scale. (Figure presented.).

Photo-redox catalyzed dehydrazinative acylation of N-heterocycles: Via Minisci reaction

Visible light-induced acylation of heteroaromatic compounds have been achieved using benzoyl hydrazides as an efficient acyl source under mild reaction conditions. The photo-redox catalyzed oxidative cleavage of hydrazides leads to in situ formation of ac

K2S2O8activation by glucose at room temperature for the synthesis and functionalization of heterocycles in water

While persulfate activation at room temperature using glucose has primarily been focused on kinetic studies of the sulfate radical anion, the utilization of this protocol in organic synthesis is rarely demonstrated. We reinvestigated selected K2S2O8-mediated known organic reactions that invariably require higher temperatures and an organic solvent. A diverse, mild functionalization and synthesis of heterocycles using the inexpensive oxidant K2S2O8 in water at room temperature is reported, demonstrating the sustainability and broad scope of the method. Unlike traditional methods used for persulfate activation, the current method uses naturally abundant glucose as a K2S2O8 activator, avoiding the use of higher temperature, UV light, transition metals or bases.

Minisci aroylation of N-heterocycles using choline persulfate in water under mild conditions

Metal persulfate mediated thermal oxidative organic transformations invariably require a higher temperature and frequently use an organic solvent. The objective of this work was to develop persulfate mediated oxidative transformations that can be performed nearly at room temperature using water as a solvent. This report describes modified Minisci aroylation of isoquinolines with arylglyoxylic acids using choline persulfate and its pre-composition (choline acetate and K2S2O8) in water at 40 °C. A few other nitrogen heterocycles were also utilized affording various aroylated products in good to excellent yields. Unlike metal persulfate that could produce metal salt byproducts, a key feature of the chemistry reported herein includes the use of environmentally benign choline persulfate containing biodegradable choline as a counter-cation, the Minisci reaction demonstrated at 40 °C in water as the only solvent, and unconventional activation of persulfate. This journal is

Highly chemoselective deoxygenation of N-heterocyclic: N -oxides under transition metal-free conditions

Because their site-selective C-H functionalizations are now considered one of the most useful tools for synthesizing various N-heterocyclic compounds, the highly chemoselective deoxygenation of densely functionalized N-heterocyclic N-oxides has received much attention from the synthetic chemistry community. Here, we provide a protocol for the highly chemoselective deoxygenation of various functionalized N-oxides under visible light-mediated photoredox conditions with Na2-eosin Y as an organophotocatalyst. Mechanistic studies imply that the excited state of the organophotocatalyst is reductively quenched by Hantzsch esters. This operationally simple technique tolerates a wide range of functional groups and allows high-yield, multigram-scale deoxygenation. This journal is

Visible-Light-Induced Decarboxylative Acylation of Pyridine N-Oxides with α-Oxocarboxylic Acids Using Fluorescein Dimethylammonium as a Photocatalyst

Herein, the development of a visible-light-induced catalytic system to achieve the decarboxylative acylation of pyridine N-oxides with α-oxocarboxylic acids, at room temperature and using the organic dye fluorescein dimethylammonium as a new type of photocatalyst, is reported. A series of 2-arylacylpyridine N-oxides were selectively synthesized in moderate to good yields by controlling the polarity of the reaction solvent. The developed strategy was successfully applied in the synthesis of an important intermediate of the drug, acrivastine, on a gram scale. Notably, this is the first time that fluorescein dimethylammonium has been used to catalyze the Minisci-type C?H decarboxylative acylation reaction. The mechanism of decarboxylative acylation was studied by capturing adducts of acyl radicals and 1,1-diphenylethylene to confirm a radical mechanism. The disclosed catalytic system provides a green synthetic strategy for decarboxylative acylation without the use of additional oxidants or metal catalysts. (Figure presented.).

Eosin Y as a direct hydrogen-atom transfer photocatalyst for the C3-H acylation of quinoxalin-2(1H)-ones

Visible light promoted eosin Y catalyzed selective C3-H acylation of quinoxalin-2(1H)-ones has been developed in a green and sustainable manner. In contrast to the conventional anionic eosin Y-based photoredox process, neutral eosin Y acts as the actual c

Synthesis of N-Heterocycles by Reductive Cyclization of Nitroalkenes Using Molybdenum Hexacarbonyl as Carbon Monoxide Surrogate

The development of a method that uses molybdenum hexacarbonyl [Mo(CO)6] as carbon monoxide (CO) surrogate for the palladium-catalyzed reductive cyclization of nitroalkenes into indoles or thienopyrroles is reported. Several types of nitroalkenes could be transformed into the desired products in excellent yields and in most cases with complete regioselectivities and higher yields than those previously reported with palladium/CO system.

Visible-Light-Mediated Direct Decarboxylative Acylation of Electron-Deficient Heteroarenes Using α-Ketoacids

Acylation of electron-deficient heteroaromatic compounds has been developed using visible light. α-Ketoacids have been used as an efficient source of acyl radicals under photoredox conditions. The in situ generated acyl radicals from α-ketoacids have been coupled to a wide variety of electron-deficient heteroaromatic compounds in a Minisci type reaction. This method would be attractive to access biologically attractive molecules.