67237-85-8

Upstream product

• 1138734-93-6 1-(azidomethyl)-2-((4-chlorophenyl)ethynyl)benzene 
• 1251832-81-1 2-[(4-chlorophenyl)ethynyl]benzaldehyde 
• 873-73-4 4-n-chlorophenylacetylene 
• 212505-57-2 N-(2-iodobenzylidene)-2-methylpropan-2-amine 
• 131523-32-5 2-(4-chloro-benzyl)-1H-isoindole-1,3(2H)-dione 
• 85-44-9 phthalic anhydride 
• 104-86-9 4-chlorobenzylamine 
• 78704-49-1 1-(4-chlorophenyl)-2-trimethylsilylacetylene 
• 100-46-9 benzylamine 
• 106-39-8 bromochlorobenzene 
• 3157-65-1 N-(p-chlorobenzylidene)-p-toluenesulfonamide 
• 643-79-8 o-phthalic dicarboxaldehyde 
• 18904-38-6 N-benzyl-2-pyridinecarboxamide 
• 3240-10-6 (4-chlorophenyl)propiolic acid 

Relevant academic research and scientific papers

Cobalt-Mediated Decarboxylative/Desilylative C?H Activation/Annulation Reaction: An Efficient Approach to Natural Alkaloids and New Structural Analogues

A Co(II)-mediated decarboxylative/desilylative C?H activation/annulation reaction for the efficient synthesis of 3-arylisoquinolines has been developed. Using alkynyl carboxylic acid and alkynyl silane as terminal alkyne precursors, providing straightforw

NHC-Mediated Stetter-Aldol and Imino-Stetter-Aldol Domino Cyclization to Naphthalen-1(2 H)-ones and Isoquinolines

N-Heterocyclic carbene-catalyzed tandem Stetter-aldol reaction of phthalaldehyde and α,β-unsaturated ketimines has been developed to afford functionalized naphthalen-1(2H)-one derivatives as the formal [4+2] annulation product. Interestingly, the reaction of aldimines led to the formation of isoquinoline derivatives instead of the expected indanone derivatives as a [4+1] annulation product.

Catalyst and additive free 6-endo-dig cyclization of ortho-alkynylarylaldimines in water: An environmentally friendly access to isoquinolines

A novel and sustainable route for the synthesis of isoquinoline was developed by reacting 2-ethynylbenzaldehyde with ammonium hydroxide in water. This method provides a convenient, atom-economical, and catalyst-free access to diversely substituted isoquinolines with moderate to good yields.

Novel method for preparing 3-aryl isoquinoline derivative

The invention provides a novel method for preparing a 3-aryl isoquinoline derivative. According to the method, N-benzyl picolinamide is taken as a substrate, alkynyl carboxylic acid or alkynyl silaneis taken as a coupling reagent, C-H activation/cyclization and decarboxylation/desiliconization cascade reaction are realized under the catalysis of a transition metal, and the 3-aryl isoquinoline derivative is synthesized. Compared with other methods, the method disclosed by the invention has the following remarkable advantages that an alkynyl formic acid and the alkynyl silane can be used as coupling reagents to participate in C-H activation reaction in a potential terminal alkyne form, so that the tolerance is higher, and the reaction regioselectivity is good; oxygen is used as an oxidizingagent, so that the reaction has relatively high economy.

An efficient approach to isoquinoline via AgNO3-promoted 6-endo-dig cyclization followed by oxidative elimination of o-alkynylarylaldimines and its application in fluoride recognition

A novel 6-endo-dig cyclization followed by oxidation/elimination of o-alkynylarylaldimines with 4-hydroxybenzylamine was developed for preparation of isoquinolines. The intermediates of this tandem reaction were monitored by mass spectroscopy (MS) to confirm the reaction pathway. This methodology was further applied to the design and synthesis of a novel ratiometric chemosensor for determination of fluoride.

Method for synthesizing isoquinoline compound

The invention discloses a method for synthesizing an isoquinoline compound. The isoquinoline compound is shown in formula I, wherein R1 is hydrogen, a halogen atom, an alkyl, an alkoxy or an amino, and R2 is hydrogen, a halogen atom, an alkyl, an alkoxy or an amino. According to the invention, o-alkynyl aldehyde and p-hydroxybenzylamine are used as raw materials to synthesize a target product through series reactions of imidization, cyclization and oxidation elimination, the method for synthesizing the isoquinoline compound is simple and rapid, the yield of the target compound is high, and a necessary basis is provided for further researching the compound in formula I or related compounds.

Study on the iodine-catalyzed reaction of 3-aminopyrazine-2-carbohydrazide and 2-(arylethynyl)benzaldehydes

At 60 °C in DMSO, the iodine-catalyzed reaction of 3-aminopyrazine-2-carbohydrazide and 2-(arylethynyl)benzaldehydes led hydrazones. Increasing the reaction temperature to 100 °C, the amino and amido still indicated inactive, only the imine took part in the addition of acetylene bond to give 2-arylisoquinolines in high yields with the cleavage of N-N bond unexpectedly under metal-free conditions.

Alkoxide-Catalyzed Hydrosilylation of Cyclic Imides to Isoquinolines via Tandem Reduction and Rearrangement

An alkoxide-catalyzed hydrosilylation of cyclic imides to isoquinolines was realized via tandem reduction and rearrangement. Using TMSOK as the catalyst and (EtO)2MeSiH as the reductant, a series of cyclic imides containing different functional groups were reduced to the corresponding 3-aryl isoquinolines in moderate to good yields. The scenario of the reaction pathway was supposed to involve the reduction of imides to ω-hydroxylactams, which underwent rearrangement in the presence of a base catalyst, and then the carbonyl reduction, followed by siloxy elimination.

Highly Regioselective Isoquinoline Synthesis via Nickel-Catalyzed Iminoannulation of Alkynes at Room Temperature

A simple and cost-efficient nickel catalytic system for the annulation of 2-haloaldimines with alkynes to synthesize 3,4-disubstituted and 3-substituted isoquinolines at room temperature has been developed. The air-stable and inexpensive Ni(dppe)Cl2 was employed as a precatalyst, and Et3N was found to be an essential additive for obtaining high yields. By using this nickel catalytic system one-pot three-component direct synthesis of isoquinolines starting with simple 2-halobenzaldehydes, tert-butylamine, and alkynes were also achieved. These reactions occur in moderate to excellent yields with complete regioselectivity. Moreover, these reactions feature a broad substrate scope, easy scalability, operational simplicity, and excellent practicality.

Efficient Synthesis of Isoquinolines by AgNO3-Catalyzed Sequential Imination-Annulation of 2-Alkynyl Aldehydes with Ammonium Bicarbonate

An operationally simple approach for the tandem synthesis of isoquinolines by the reaction of o-alkynylaldehydes with ammonium bicarbonate via Ag-catalyzed 6-endo-dig ring closure is described. The reaction conditions and the scope of the reaction are examined, and a variety of substituted isoquinolines are prepared in moderate to excellent yields.