Abstract
The synthesis of advanced substituted 3-pentafluorosulfanylphenol/anisole was accomplished
starting from the easy to access and commercially available 3-pentafluorosulfanylphenol. These products
bear diverse substitutions such as ester, aldehyde, halogens, alcohol, nitrile and carboxylic acid and
could be in the future used as high-value building blocks for the synthesis of various scaffolds. For
our part, this intermediate had been used to synthesize a library of 2-arylindadiones substituted by a
pentafluorosulfanyl group.
Keywords:
SF5, pentafluorosulfanyl, indanedione, anisole, phenol, building blocks.
Graphical Abstract
[6]
In particular Fluindione (Previscan®), Anisindione and Phenindione
which are vitamin K antagonists (VKA) and anticoagulents.,
[10]
(a) Kirsch, P.; Bremer, M.; Heckmeier, M.; Tarumi, K. Angew.
Chem. Int. Ed., 1999, 38, 1989-1992. http://dx.doi.org/10.1002/(SICI)1521-3773(19990712)38:
13/14<1989::AID-ANIE1989>3.0.CO;2-K
(b) Kleemann Pentafluorosulfanylbenzoylguanidines, H-W. U.S.
Patent US 20030216476A1, 2003.
[14]
Ali, A.; Lu, Z.; Sinclair, P.J.; Chen, Y-H.; Smith, C.J.; Li, H. WO
Patent 2007079186 A2, 2007.
[16]
Nikulin, V.I.; Pisarenko, L.M. Izvestiya Akademii Nauk SSSR.Seriya Khimicheskaya; , 1986, 8, pp. 1850-1855.
[17]
Sik, J.Y.; Kgo, L.C. WO Patent 2012173447 A2, 2012.