93-63-0Relevant academic research and scientific papers
N-(2-hydroxyaryl)benzamide synthesis from 2-nitroaryl benzoates via an Indium-mediated reduction-migration reaction
Lee, Hyejeong,Kim, Minki,Jun, Young Moo,Kim, Byeong Hyo,Lee, Byung Min
experimental part, p. 158 - 167 (2011/10/08)
A one-pot reduction-triggered N-(2-hydroxyaryl)benzamide synthesis from 2-nitroaryl benzoate substrates was investigated. In the presence of indium/AcOH in THF/H2O, 2-nitroaryl benzoates produced reasonable yields of the benzo group migrated N-
AlCl3-mediated migration of benzamido group of N-phenoxybenzamide derivatives to the phenyl group
Miyazawa, Etsuko,Sakamoto, Takeshi,Kikugawa, Yasuo
, p. 7 - 12 (2007/10/03)
AlCl3-mediated decomposition of N-phenoxybenzamide derivatives in dichloromethane mainly leads to regioselective intramolecular migration of benzamido group from the oxygen to the ortho position of the phenyl group via electron-deficient nitrogen intermediates.
Synthesis of 2-Arylbenzoxazoles via the Palladium-Catalyzed Carbonylation and Condensation of Aromatic Halides and o-Aminophenols
Perry, Robert J.,Wilson, B. David,Miller, Richard J.
, p. 2883 - 2887 (2007/10/02)
A new synthetic method is reported in which 2-arylbenzoxazoles can be prepared by palladium-catalyzed condensation of aryl halides with o-aminophenols followed by dehydrative cyclization.This method is tolerant of a wide variety of functional groups on either aromatic ring and gives good to excellent yields of products.An aliphatic vicinal amino alcohol gave a bis-acylated product as well as a chlorine-containing product with only a small amount of the desired 2-aryloxazole being formed.Methyl iodide and benzyl bromide gave only alkylated products.
Reactions of Azoarenes with Tributyltin Hydride
Alberti, Angelo,Bedogni, Nicola,Benaglia, Massimo,Leardini, Rino,Nanni, Daniele,et al.
, p. 607 - 613 (2007/10/02)
Tributyltin hydride when reacted with a series of substituted azoarenes afforded hydrazo compounds with high chemoselectivity and good to high yields.With ortho-substituted azoarenes, mixtures of hydrazo derivatives and N-heterocycles or cyclic products only were obtained.The kinetic law of the process was determined in the presence and in the absence of AIBN; with the radical initiator the reaction proceeds via a radical chain mechanism, whereas without AIBN the presence of stannyl free radicals could be discarded.The mechanism of the noninitiated reaction is discussed.EPR characterization of spin adducts obtained by reacting group IVB organometallic radicals with azo compounds is reported.
