15547-50-9

Upstream product

• 15547-57-6 1-(3,4-dimethoxy-phenyl)-6,7-dimethoxy-3,4-dihydro-isoquinoline 
• 186581-53-3 diazomethane 
• 113332-69-7 7-hydroxy-6-methoxy-1-(3-hydroxy-4-methoxyphenylisoquinoline) 
• 21560-29-2 1-chloro-6,7-dimethoxyisoquinoline 
• 89980-69-8 3,4-dimethoxyphenylmagnesium bromide 
• 15248-39-2 6,7-dimethoxyisoquinoline 
• 2316-26-9 3,4-dimethoxycinnamic acid 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 102011-15-4 N-<2-(3,4-dimethoxyphenyl)ethyl>-3,4-dimethoxyphenylacetamide 
• 24186-50-3 4-((E)-2-Isocyanato-vinyl)-1,2-dimethoxy-benzene 

Relevant academic research and scientific papers

Efficient and practical one-pot conversions of n- tosyltetrahydroisoquinolines into isoquinolines and of N-tosyltetrahydro-β- carbolines into β-carbolines through tandem β-elimination and aromatization

An efficient, practical, and general method for conversions of N-tosyltetrahydroisoquinolines (N-tosyl-THIQs) into isoquinolines and of N-tosyltetrahydro-β-carbolines (N-tosyl-THBCs) into β-carbolines is described. Treatment of N-tosyl-THIQs or N-tosyl-THBCs with base in dimethyl sulfoxide afforded dihydroisoquinolines or dihydro-β-carbolines as intermediates, and these were then oxidized in situ by molecular oxygen to furnish isoquinolines or β-carbolines in good to high yields. Both one-pot conversions occurred through tandem β-elimination and aromatization. An efficient method for conversions ofN-tosyltetrahydroisoquinolines (N-tosyl-THIQs) and N-tosyltetrahydro-β-carbolines (N-tosyl-THBCs) into isoquinolines and β-carbolines is described. Treatment ofN-tosyl-THIQs or N-tosyl-THBCs with base affords dihydroisoquinolines or dihydro-β- carbolines. These can be oxidized in situ by molecular oxygen to furnish isoquinolines or β-carbolines. Copyright

Strategies and synthetic methods directed toward the preparation of libraries of substituted isoquinolines

Strategies for the production of substituted isoquinoline libraries were developed and explored. Routes involving microwave-assisted variants of the Bischler-Napieralski or Pictet-Spengler reaction allowed for cyclization of substituted β-arylethylamine derivatives. The dihydroisoquinolines and tetrahydroisoquinolines thus generated could then be oxidized to their corresponding isoquinoline analogues. An alternate strategy, however, involving the preparation and activation of isoquinolin-1(2H)-ones is demonstrated to be a more practical, rapid, and efficient route to C1- and C4-substituted isoquinoline libraries.

NOVEL (+/-)-1-PHENYLTETRAHYDROISOQUINOLINES AND 1-PHENYLISOQUINOLINES: POTENTIAL INTERMEDIATES IN ALKALOID SYNTHESIS

Synthesis of several (+/-)-1-phenyltetrahydroisoquinolines and 1-phenylisoquinolines, structurally related to the 1-benzylisoquinoline alkaloids norreticuline, reticuline, tetrahydropapaveroline and papaverine, by the Bischler-Napieralski route is reporte

NICKEL-PHOSPHINE COMPLEX-CATALYZED GRIGNARD COUPLING-II; GRIGNARD COUPLING OF HETEROCYCLIC COMPOUNDS

A general, versatile method for alkylation and arylation of haloheterocyclic compounds is reported.In the presence of a catalytic quantity of , where dppp stands for Ph2P(CH2)3PPh2, bromothiophenes, halopyridines, haloquinoline, and haloisoquinolines reacted with alkyl and aryl Grignard reagents at room temperature or at ether refluxing temperature to give the cross-coupling products.The coupling reactions has been applied to the synthesis of isoquinoline alkaloids.Reactivities of 2-thienyl and 2-pyridyl Grignard reagents have also been examined.