120590-34-3Relevant academic research and scientific papers
Reactions of Pyridinium or Isoquinolinium Ketene Dithioacetals with Aromatic N-Imines and S-Imines
Tominaga, Yoshinori,Hosomi, Akira
, p. 1449 - 1454 (2007/10/02)
Reactions of ketene dithioacetals, 1-pyridinium 1a-i or -isoquinolinium 2a,b iodides with aromatic N-imines, 1-aminopyridinium 3a-l, 1-aminoquinolinium (4), and 2-aminoisoquinolinium (5) mesitylene sulfonates gave the corresponding 2-methylthioimidazopyridines 9a-k, 2-methylthiopyrazolopyridines 11a-q, 2-methylthioimidazoisoquinoline derivatives 10a,b and 2-methylthiopyrazoloquinoline (12).The benzoyl compounds, 1-pyridinium iodides 1g,h,i reacted with N-imine 3a to give the 3-benzoyl-2-methylthioimidazopyridines 9h-k.The reaction of pyridinium ketene dithioacetals 1a,f,g (R1 = COOEt, COPh, and CN) with substituted pyridinium N-imines having an electron-withdrawing group on the pyridine ring afforded only the corresponding pyrazolopyridine derivatives 11j-r in good yields.Reactions of ketene dithioacetals with various S-imines are also described.Possible mechanisms for the formation of 9 and 11 are described.
