Remote anionic Fries rearrangement of sulfonates: regioselective synthesis of indole triflones.
An unusual NaH-mediated remote anionic 1,5-thia-Fries rearrangement reaction was developed. This method provides an efficient approach for the regioselective synthesis of not only 2-(2-hydroxyphenyl)-3-indole triflones but also related 3-sulfonylindoles.
Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Nagoya, 466-8555, Japan.
Xiu-Hua
XH
Xu
Misaki
M
Taniguchi
Ayaka
A
Azuma
Guo Kai
GK
Liu
Etsuko
E
Tokunaga
Norio
N
Shibata
D000476:Alkanesulfonates / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D006842:Hydrocarbons, Brominated / Q000737:chemistry; D006843:Hydrocarbons, Chlorinated / Q000737:chemistry; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D017670:Sodium Compounds / Q000737:chemistry; D013237:Stereoisomerism
D000476:Alkanesulfonates; D006842:Hydrocarbons, Brominated; D006843:Hydrocarbons, Chlorinated; D007211:Indoles; D017670:Sodium Compounds; C524957:sodium hydride