Fluorodesulfurization of Thionobenzodioxoles with Silver(I) Fluoride
Difluorobenzodioxole is an important functional group found in both pharmaceuticals and agrochemicals. The late-stage introduction of this functional group is challenged by typical fluorination conditions of HF and strong oxidants. Here, we demonstrate that a range of difluorobenzodioxoles can be prepared from catechols in two steps through conversion into thionobenzodioxoles, followed by desulfurative fluorination with silver(I) fluoride. These mild reaction conditions are compatible with a variety of functional groups and enable access to a range of functionalized difluorobenzodioxoles.
Newton, Josiah J.,Brooke, Alan J.,Duhamel, Bastian,Pulfer, Jason M.,Britton, Robert,Friesen, Chadron M.
p. 13298 - 13305
(2020/11/26)
Green and mild laccase-catalyzed aerobic oxidative coupling of benzenediol derivatives with various sodium benzenesulfinates
The oxidative coupling reaction between hydroquinone or catechols and various sodium benzenesulfinates was investigated using the laccase from Trametes versicolor, in the presence of O2in a phosphate buffer solution at room temperature to afford sulfonyl benzenediols in 75–95% yield.
Diaryl sulfones through oxidative coupling of catechols and arylsulfinic acids
A simple and efficient method for the synthesis of diaryl sulfones using the coupling reaction of in-situ generated o-benzoquinones, promoted by potassium ferricyanide, and arylsulfinic acids has been developed. High product yields, a short reaction time,
Nematollahi,Habibi,Alizadeh
p. 1391 - 1396
(2007/10/03)
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