10092-39-4Relevant articles and documents
Urea-Catalyzed Vinyl Carbocation Formation Enables Mild Functionalization of Unactivated C-H Bonds
Bagdasarian, Alex L.,Popov, Stasik,Wigman, Benjamin,Wei, Wenjing,Lee, Woojin,Nelson, Hosea M.
, p. 7775 - 7779 (2020)
Herein we report the 3,5-bistrifluoromethylphenyl urea-catalyzed functionalization of unactivated C-H bonds. In this system, the urea catalyst mediates the formation of high-energy vinyl carbocations that undergo facile C-H insertion and Friedel-Crafts re
Ortho-substituent effects on diphenylurea packing motifs
Solomos, Marina A.,Watts, Taylor A.,Swift, Jennifer A.
, p. 5065 - 5072 (2018/03/01)
Hydrogen bonding between urea groups is a widely used motif in crystal engineering and supramolecular chemistry studies. In an effort to discern how the steric and electronic properties of substituents affect the molecular conformation and crystal packing
REARRANGEMENT OF N-(TRIFLUOROMETHYL)ANTHRANILOYL FLUORIDE TO 2-(TRIFLUOROMETHYL)ANILINE - KINETIC AND MECHANISTIC OBSERVATIONS
Lin, Henry C.,Cotter, Byron R.,Bieron, Joseph F.,Krishnamurti, Ramesh
, p. 107 - 116 (2007/10/02)
Pseudo first order rate constants for the rearrangement of N-(trifluoromethyl)anthraniloyl fluoride (2) to N-carbamoyl fluoride (3) in anhydrous HF have been determined.Increasing HF levels accelerate this process, but increasing KF concentrations retard the reaction.An ionic species has been proposed as the intermediate in the suggested mechanism.Further reaction of 3 with HF proceeded to give 2-(trifluoromethyl)aniline hydrofluoride (4) via an unprecedented expulsion of carbonyl fluoride.
