4.8 Article

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

Journal

ORGANIC LETTERS
Volume 19, Issue 21, Pages 6000-6003

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b03051

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Funding

  1. DST-SERB, India [EMR/2014/000978]
  2. CSIR

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A ruthenium-catalyzed remote sulfonylation at the CS 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 ruthenametallacyde is a key intermediate in the reaction, which forms via the C-H bond activation. The DFT calculation supports that the CS position of the 2-aminopyridine group carries a more negative charge (-0.304) as compared with other carbons in the metalacycle intermediate.

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