23853-95-4Relevant articles and documents
Fenton-Inspired C-H Functionalization: Peroxide-Directed C-H Thioetherification
Groendyke, Brian J.,Modak, Atanu,Cook, Silas P.
, p. 13073 - 13091 (2019/10/10)
Substoichiometric iron mediates the thioetherification of unactivated aliphatic C-H bonds directed by resident silylperoxides. Upon exposure to a catalytic amount of iron(II) triflate, TIPS-protected peroxides bearing primary, secondary, and tertiary C-H sites undergo chemoselective thioetherification of remote C-H bonds with diaryl disulfides. The reaction demonstrates a broad substrate scope and functional group tolerance without the use of any noble metal additives. Mechanistic experiments suggest that the reaction proceeds through 1,5-H atom abstraction by a hydroxyl radical generated with iron.
One-pot synthesis using the supported reagent system Na2CO 3/SiO2-PPA/SiO2: Synthesis of Benzo[b]thiophenes and naphthothiophenes
Aoyama, Tadashi,Orito, Mami,Takido, Toshio,Kodomari, Mitsuo
body text, p. 2089 - 2099 (2009/04/03)
A simple and efficient method has been developed for the synthesis of benzo[b]thiophenes and naphtho[2,l-6]thiophenes from arenethiols and α-halo ketones using Na2CO3/SiO2-PPA/ SiO2. Reaction of a-halo ketones with arenethiols is promoted by Na2CO3/SiO2 to afford α-sulfanyl ketones, which cyclize in the presence of PPA/SiO2 to give the corresponding thiophene-fused arenes in one-pot. The reaction using α-bromo acetals instead of α-halo ketones also gave the corresponding naphtho[2,l-b] thiophenes via a three-step reaction in one-pot. Thieme Stuttgart.
