68950-07-2

Upstream product

• 104169-24-6 2-methylthioimidazo<2,1-a>isoquinoline 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 119-65-3 isoquinoline 
• 59773-43-2 ethyl 2-methylthioimidazo<2,1-a>isoquinoline-3-carboxylate 

Relevant academic research and scientific papers

Novel generation of pyridinium ylides from N-(silylmethyl)pyridone analogs via 1,4-silatropy and their 1,3-dipolar cycloadditions leading to N-heteropolycycles

Non-stabilized pyridinium methylides were successfully generated from N-(siliymethyl)pyridone analogs via 1,4-silatropy and the resulting 1,3-dipoles were trapped by reaction with acetylenic and olefinic dipolarophiles to afford N-heteropolycycles. The method does not require the use of any additives or strong bases.

A novel and practical synthesis of 3-unsubstituted indolizines

A novel and practical procedure for the preparation of 3-unsubstituted indolizines by 1,3-dipolar cycloaddition was developed. The requisite pyridinium N-methylides were generated simply from the corresponding N-(carboxymethyl)pyridinium halides. In the presence of MnO2, electron-deficient alkenes, instead of alkynes or vinyl bromides, were used successfully as dipolarophiles. This general method features cheap reagents, simple workup procedure and gives the products in moderate to high yields (57-92%).

Synthesis of 1-Azacyclazine and 1-Azabenzocyclazine

1-Azacyclazines were synthesized from 2-methylthioimidazopyridines, 2a and 2b, by using cycloaddition reaction with dimethyl acetylenedicarboxylate as the key step.Synthesis of 1-azabenzocyclazine was also described.

SYNTHESIS OF BENZANNELATED 1-AZACYCLAZINE: 1-AZABENZOCYCLAZINE

1-Azabenzocyclazine (3) was synthesized by the reaction sequence starting from 2-isoquinolinium iodide (4), involving the cycloaddition of 2-methylthioimidazoisoquinoline (8) with dimethyl acetylenedicarboxylate as the key step.It was found that 3 and its 2-methylthio derivative (14) are typical aromatic compounds.