A ruthenium-catalyzed remote sulfonylation at the C5 position of the pyridine group of N-aryl-2-aminopyridines with aromatic sulfonyl chlorides is described. The mechanistic and deuterium labeling studies clearly reveal that the ruthenametallacycle is a key intermediate in the reaction, which forms via the C-H bond activation. The DFT calculation supports that the C5 position of the 2-aminopyridine group carries a more negative charge (-0.304) as compared with other carbons in the metalacycle intermediate.

The ruthenium-catalyzed remote sulfonylation of N-aryl-2-aminopyridines with aromatic sulfonyl chlorides creates a key intermediate with a more negative charge than other carbons in the metalacycle intermediate.

Paper

Ruthenium-Catalyzed Remote C-H Sulfonylation of N-Aryl-2-aminopyridines with Aromatic Sulfonyl Chlorides.

References

Citations