1350844-81-3

Upstream product

• 1350843-85-4 1-(2-((4-chlorophenyl)ethynyl)phenyl)ethan-1-one 
• 1956-39-4 4-chloroacetophenone oxime 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 208118-80-3 1-(4-chlorophenyl)ethenylacetamide 
• 1402452-42-9 3-(4-chlorophenyl)isoquinoline 2-oxide 
• 67-68-5 dimethyl sulfoxide 
• 1286747-86-1 C₁₅H₁₀ClNO 
• 6630-33-7 ortho-bromobenzaldehyde 
• 22479-32-9 1-(4-chlorophenyl)vinyl acetate 
• 19433-17-1 (E)‐1‐phenylethan‐1‐one O‐acetyl oxime 
• 873-73-4 4-n-chlorophenylacetylene 
• 19848-64-7 (E)-2-(2-(1-phenylethylidene)hydrazineyl)pyridine 
• 5172-02-1 1-chloro-4-(2-phenylethynyl)benzene 
• 75-05-8 acetonitrile 

Relevant academic research and scientific papers

Rh-catalyzed sequential oxidative C-H activation/annulation with geminal-substituted vinyl acetates to access isoquinolines

The concise synthesis of 3-substituted or non-C3-substituted isoquinolines through Rh-catalyzed sequential oxidative C-H activation/annulation with geminal-substituted vinyl acetates was developed with good functional group tolerance. The protocol was successfully applied to the total synthesis of the natural product papaverine.

Synthesis method of 1, 3-disubstituted isoquinoline derivative

The invention discloses a synthesis method of a 1, 3-disubstituted isoquinoline derivative, which comprises the steps of adding an enamine compound, a sulfoxide ylide compound and a dichloro (pentamethylcyclopentadienyl) rhodium (III) dimer into an organic solvent, heating under a nitrogen condition to react, and after the reaction is completed, performing post-treatment to obtain the 1, 3-disubstituted isoquinoline compound. According to the method, the 1, 3-disubstituted isoquinoline derivative is synthesized in one step through simple and easily available raw materials, the conversion efficiency is high, and the atom economy is good; and meanwhile, the method is simple to operate, high in reaction yield and wide in substrate adaptability.

Selective Phosphoranation of Unactivated Alkynes with Phosphonium Cation to Achieve Isoquinoline Synthesis

We herein develop a selective phosphoranation of alkynes with phosphonium cation, which directs a concise approach to isoquinolines from unactivated alkyne and nitrile feedstocks in a single step. Mechanistic studies suggest that the annulation reaction is initiated by the unprecedented phosphoranation of alkynes, thus representing a unique reaction pattern of phosphonium salts and distinguishing it from existing protocols that largely rely on the utilization of highly functionalized imines/oximes and/or highly polarized alkynes.

Synthesis of Isoquinoline Derivatives via Palladium-Catalyzed C?H/C?N Bond Activation of N-Acyl Hydrazones with α-Substituted Vinyl Azides

A palladium-catalyzed cyclization of N-acetyl hydrazones with vinyl azides has been developed. Various substituted isoquinolines, including diverse fused isoquinolines can be prepared via this protocol in moderate to good yields. Mechanistic studies suggest that α-substituted vinyl azide serves as an internal nitrogen source. Also, C?H bond activation and C?N bond cleavage have been realized using hydrazone as directing group. (Figure presented.).

Bidentate Directing-Enabled, Traceless Heterocycle Synthesis: Cobalt-Catalyzed Access to Isoquinolines

Traceless heterocycle synthesis based on transition-metal-catalyzed C-H functionalization is synthetically appealing but has been realized only in monodentate directing systems. Bidentate directing systems allow for the achievement of high catalytic reactivity without the need for a high-cost privileged ligand. The first bidentate directing-enabled, traceless heterocycle synthesis is demonstrated in the cobalt-catalyzed synthesis of isoquinolines via 2-hydrazinylpyridine-directed C-H coupling/cyclization with alkynes. Convenient directing group installation through a ubiquitously present ketone group allows synthetic elaboration for complex molecules.

Palladium-catalyzed C-H oxidation of isoquinoline N-oxides: Selective alkylation with dialkyl sulfoxides and halogenation with dihalo sulfoxides

A novel palladium-catalyzed C-H oxidation of isoquinoline N-oxides has been developed for regioselectively synthesizing substituted isoquinolines. The method represents the first example of using dialkyl sulfoxides as the alkyl sources for the construction of 1-alkylated isoquinolines. Moreover, the regioselective halogenation of isoquinoline N-oxides is also successful using dihalo sulfoxides as the halide sources. Copyright

Coupling of enamides with alkynes or arynes for synthesis of substituted pyridines and isoquinolines via amide activation

A novel and general procedure for Cu-catalyzed coupling of enamides with alkynes to synthesize substituted pyridines was developed. The chemistry was allowed to extend to the synthesis of substituted isoquinolines by coupling of enamides with arynes under transition-metal-free conditions.

Silver-catalysed intramolecular cyclisation of 2-alkynylacetophenones and 3-acetyl-2-alkynylpyridines in the presence of ammonia

Silver-catalysed/microwave-assisted domino reactions of 2-alkynyl-acetophenones and 3-acetyl-2-alkynylpyridines in the presence of ammonia are widely described. In most cases the reaction give a mixture of the imino- and carbo-cyclisation products, with a