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
p. 274 - 278
(2020/01/02)
Inverting the Selectivity of the Newman-Kwart Rearrangement via One Electron Oxidation at Room Temperature
The discovery that the Newman-Kwart rearrangement can be performed at room temperature by action of a simple and readily available oxidant, cerium ammonium nitrate, is described. The conditions give clean conversion when using electron-rich aromatic subst
Pedersen, Stephan K.,Ulfkj?r, Anne,Newman, Madeleine N.,Yogarasa, Sarangki,Petersen, Anne U.,S?lling, Theis I.,Pittelkow, Michael
p. 12000 - 12006
(2018/09/25)
A general approach towards catechol and pyrogallol through ruthenium- and palladium-catalyzed C-H hydroxylation by weak coordination
An efficient ruthenium(II)- and palladium(II)-catalyzed C-H hydroxylation of aryl carbamates has been developed for the facile synthesis of catechols and pyrogallols. The reaction demonstrates excellent reactivity, regio- and chemoselectivity, good functional group compatibility and high yields. The practicality of this method has been proved by a gram-scale synthesis.
Yang, Xinglin,Sun, Yonghui,Chen, Zhang,Rao, Yu
supporting information
p. 1625 - 1630
(2014/06/09)
Nickel-catalyzed efficient and practical Suzuki-Miyaura coupling of alkenyl and aryl carbamates with aryl boroxines
(Figure Presented) Suzuki-Miyaura coupling of unactivated alkenyl carbamates Is described to construct polysubstituted olefins. The developed process is also suitable for heteroaromatic and even electron-rich aromatic carbamates.
Infrared Spectra and Transmission of Electronic Effects in Substituted Phenyl N,N-Dimethylcarbamates and S-Phenyl N,N-Dimethylthiocarbamates
Carbonyl stretching frequencies in CCl4 and CHCl3 and hydroxyl stretching frequency shifts of phenol as a proton donor in CCl4 were measured for series of substituted phenyl N,N-dimethylcarbamates (I) and S-phenyl N,N-dimethylthiocarbamates (II).The data
Perjessy, Alexander,Jones, Ronald G.,McClair, Susan L.,Wilkins, Joyce M.
p. 1266 - 1271
(2007/10/02)
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