Herein, we report that iron(II)/ammonium persulfate in aqueous acetonitrile mediates the Newman-Kwart rearrangement of O-aryl carbamothioates. Electron-rich substrates react rapidly under moderate heating to afford the rearranged products in excellent yie
Gendron, Thibault,Pereira, Raul,Abdi, Hafsa Y.,Witney, Timothy H.,?rstad, Erik
supporting information
p. 274 - 278
(2020/01/02)
Palladium-catalyzed intramolecular oxidative C-H sulfuration of aryl thiocarbamates
A palladium-catalyzed intramolecular C-H bond sulfuration reaction of aryl thiocarbamates has been developed. This strategy provides a new route to benzo[d][1,3]oxathiol-2-ones with tolerance of a wide range of substituents. Mechanistic studies suggested
β-Naphthyl chlorothionoformate: An efficient, powerful and a new reagent for dealkylation tertiary amines
β-Naphthyl chlorothionoformate is introduced as a powerful dealkylating agent. This reagent reacts rapidly with tertiary amines at room temperature and produces their thiocarbamate derivatives, whose yields were from good to excellent. Rates of reactions and selectivity for alkyl group cleavage in amines were found to be superior or comparable to those previously reported with chloroformates.
Ghotbi, Faezeh,Baradarani, Mehdi M.,Sheikh, Davood
p. 397 - 402
(2012/10/29)
The Newman-Kwart rearrangement re-evaluated by microwave synthesis
The Newman-Kwart rearrangement (NKR) has been re-evaluated by microwave heating. Microwave technology has proven to be ideal for investigating this high temperature rearrangement and facilitated the confirmation of many aspects of this valuable reaction.
Moseley, Jonathan D.,Sankey, Rosalind F.,Tang, Olivier N.,Gilday, John P.
p. 4685 - 4689
(2007/10/03)
Potassium fluoride on alumina: Synthesis of O-aryl N,N-dimethylthiocarbamates and their rearrangement into S-aryl N,N-dimethylthiocarbamates under microwave irradiation
A series of O-aryl N,N-dimethyl thiocarbamates have been prepared by the reaction of dimethylthiocarbamoyl chloride with phenols absorbed on potassium fluoride on alumina. The rearrangement of O-aryl N,N-dimethylthiocarbamate into S-aryl N,N-dimethylthiocarbamate under microwave irradiation was also studied. The use of conductive support like graphite or silicon carbide allow these rearrangements although the O-aryl N,N-dimethylthiocarbamates have very low dielectric lost.
Villemin, Didier,Hachemi, Messaoud,Lalaoui, Mekki
p. 2461 - 2471
(2007/10/03)
Studies on the selective toxicity. I. Antimicrobial activities and chemical structure of alkyldithiocarbamates
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Noguchi,Hashimoto,Miyazaki,Kaji
p. 227 - 234
(2007/10/06)
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