1541897-97-5

Upstream product

• 84459-32-5 2-bromo-5-nitrobenzaldehyde 
• 536-74-3 phenylacetylene 
• 1242149-83-2 5-nitro-2-(phenylethynyl)benzaldehyde 
• 98-86-2 acetophenone 
• 1134559-06-0 tert-butyl (2-bromo-5-nitrobenzyl)carbamate 
• 17718-70-6 triethyl((1-phenylvinyl)oxy)silane 
• 34158-72-0 2-bromobenzaldehyde oxime 
• 1001057-04-0 2-bromo-5-nitrobenzylamine 
• 3959-05-5 2-bromobenzylamine 
• 5274-71-5 2-bromo-4-nitro-benzaldehyde 

Relevant academic research and scientific papers

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.

Hydrophilic Pd-phosphines catalyzed one-pot synthesis of substituted isoquinolines, furopyridines and thienopyridines in aqueous medium

A first example of simple and efficient hydrophilic Pd-phosphine complexes catalyzed one-pot three-component reaction of ortho-bromo aldehydes, terminal alkynes and ammonium acetate proceeds through the tandem coupling-imination-annulation path for the synthesis of substituted isoquinolines, furopyridines and thienopyridines in good to excellent yields in green aqueous medium at mild temperature was described.

Palladium-Catalyzed α-Arylation of Silylenol Ethers in the Synthesis of Isoquinolines and Phenanthridines

A diverse array of isoquinolines and phenanthridines have been accessed by developing a two-step, one-pot method constituting regioselective palladium-catalyzed Kuwajima-Urabe α-arylation of silylenol ethers and acid-mediated deprotection, annulation, and aromatization. Structural diversity in the silylenol ethers leads to three different classes of isoquinolines and phenanthridines from which related natural products can be derived. The synthetic utility of this method by the quick assembly of the natural product trispheridine is also demonstrated.

Synthesis of substituted isoquinolines via iminoalkyne cyclization using Ag(i) exchanged K10-montmorillonite clay as a reusable catalyst

Monosubstituted isoquinolines are synthesized in good to excellent yields by the Ag(i)-exchanged K10-montmorillonite clay catalyzed ring closure of iminoalkynes. This silver catalyzed ring closure is highly effective in cyclizing aryl- and alkyl-substituted iminoalkynes at 100 °C and accommodates a variety of iminoalkynes, thus affording a convenient route to the synthesis of isoquinolines. The other salient features of this procedure are its reusability, environmentally benign nature, high yield, operational simplicity with fewer steps, easy separation, and minimization of metallic wastes. The reaction proceeds smoothly in moderate yields and tolerates various functional groups. The solid catalyst can be readily recovered and reused. Notably, no additional base or other co-catalysts are needed. A plausible mechanism is proposed in which isoquinolines are formed via simultaneous bifunctional acid-base catalysis by Ag(i) clay. the Partner Organisations 2014.

Synthesis of substituted isoquinolines via iminoalkyne cyclization using Ag(i) exchanged K10-montmorillonite clay as a reusable catalyst

Monosubstituted isoquinolines are synthesized in good to excellent yields by the Ag(i)-exchanged K10-montmorillonite clay catalyzed ring closure of iminoalkynes. This silver catalyzed ring closure is highly effective in cyclizing aryl- and alkyl-substituted iminoalkynes at 100 °C and accommodates a variety of iminoalkynes, thus affording a convenient route to the synthesis of isoquinolines. The other salient features of this procedure are its reusability, environmentally benign nature, high yield, operational simplicity with fewer steps, easy separation, and minimization of metallic wastes. The reaction proceeds smoothly in moderate yields and tolerates various functional groups. The solid catalyst can be readily recovered and reused. Notably, no additional base or other co-catalysts are needed. A plausible mechanism is proposed in which isoquinolines are formed via simultaneous bifunctional acid-base catalysis by Ag(i) clay. This journal is

One-pot synthesis of isoquinoline and related compounds via Cu-mediated tandem cross-coupling and cyclization

One-pot synthetic strategy has been developed to access isoquinolines and its analogs via Cu-mediated tandem cross-coupling and cyclization in good yields under mild reaction conditions. A mixture of suitably substituted α-bromoaldehyde, terminal alkyne, and aq NH3 in CuI/1,10-phenanathroline catalytic system afforded the 3-substituted isoquinoline regio-selectively in good to excellent yields.