83707-39-5Relevant articles and documents
Pyridine N-Sulfides. Benzisothiazolopyridinium Tetrafluoroborates and Benzothiophenopyridines. Novel Heterocyclic Systems
Abramovitch, Rudolph A.,Inbasekaran, Muthiah N.,Miller, Adrian L.,Hanna, James M.
, p. 509 - 512 (2007/10/02)
2-(2-Mercaptophenyl)pyridines are prepared from the corresponding phenols and oxidized with N-chlorosuccinimide and silver tetrafluoroborate to benzisothiazolopyridine salts (4).The latter do not rearrange thermally or photochemically to benzothiophenopyridines (19) and are attacked by nucleophiles at sulfur rather than in the pyridine ring, to give the original 2-(2-mercaptophenyl)pyridine back in a reaction involving a dismutation. 19 is prepared by rearranging O-dimethylthiocarbamate to the S-aryl compound and heating the latter with strong base.
