58377-40-5Relevant academic research and scientific papers
Regioselective installation of fluorosulfate (-OSO2F) functionality into aromatic C(sp2)-H bonds for the construction of: Para-amino-arylfluorosulfates
Fang, Wan-Yin,Zha, Gao-Feng,Zhao, Chuang,Qin, Hua-Li
, p. 6273 - 6276 (2019/06/07)
The construction of para-amino-arylfluorosulfates was achieved through installation of fluorosulfate (-OSO2F) functionality into aromatic C(sp2)-H bonds by the reaction of N-arylhydroxylamine with sulfuryl fluoride (SO2Fs
Hydroxamic Acids as Chemoselective (ortho-Amino)arylation Reagents via Sigmatropic Rearrangement
Shaaban, Saad,Tona, Veronica,Peng, Bo,Maulide, Nuno
supporting information, p. 10938 - 10941 (2017/08/30)
The use of readily available hydroxamic acids as reagents for the chemoselective (ortho-amino)arylation of amides is described. This reaction proceeds under metal-free, mild conditions, displays a very broad scope, and constitutes a direct approach for the metal-free attachment of aniline residues to carbonyl derivatives.
Palladium-catalyzed coupling of hydroxylamines with aryl bromides, chlorides, and iodides
Porzelle, Achim,Woodrow, Michael D.,Tomkinson, Nicholas C. O.
supporting information; experimental part, p. 233 - 236 (2009/06/20)
The bis-pyrazole phosphine ligand BippyPhos is effective for the palladium-catalyzed cross-coupling of hydroxylamines with aryl bromides, chlorides, and iodides. Reactions proceed smoothly at 80 °C in toluene in the presence of Cs2CO3/sub
Facile procedure for the synthesis of N-aryl-N-hydroxy carbamates
Porzelle, Achim,Woodrow, Michael D.,Tomkinson, Nicholas C. O.
body text, p. 798 - 802 (2009/07/25)
An efficient one-pot procedure for the zinc-mediated reduction of nitroarenes in the presence of chloroformates leading to the corresponding N,O-bisprotected hydroxylamine is described. Reactions proceed smoothly under ambient conditions in THF-water mixt
Influence of hydroxylamine conformation on stereocontrol in Pd-catalyzed isoxazolidine-forming reactions
Lernen, Georgia S.,Giampietro, Natalie C.,Hay, Michael B.,Wolfe, John P.
supporting information; experimental part, p. 2533 - 2540 (2009/08/07)
Palladium-catalyzed carboamination reactions between N-Boc-O-(but-3-enyl) hydroxylamine derivatives and aryl or alkenyl bromides afford cis-3,5- and trans-4,5-disubstituted isoxazolidines in good yield with up to >20:1 dr. The diastereoselectivity observe
Studies on the Preparation of N-Alkyl-O-phenylhydroxylamines
Sheradsky, Tuvia,Nov, Eliahu
, p. 2781 - 2786 (2007/10/02)
Several possible routes to the title compounds have been investigated.The reaction of N-hydroxycarbamates (1) with diphenyliodonium bromide gave, unexpectedly, N-hydroxy-N-phenylcarbamates (2), while N-methyl-N-hydroxycarbamates (6) gave 2-(N-methyl-N-alkoxycarbonylamino)phenols (7).Mechanistic aspects of the N-arylations and subsequent rearrangements are discussed.The desired N-alkyl-O-phenylhydroxylamines were obtained by the reduction of O-phenyloximes (15) with sodium cyanoborohydride.
