Reexamination of the Thermolytic Rearrangement of 4-Halophenyl Azides to 2-Aminophenols and other Products
The halogenation of derivatives of 2-aminophenol with N-chloro- and N-bromosuccinimides at ambient temperatures in acetic acid was studied.With the necessary compounds available, a reexamination of the thermolytic rearrangement of 2-halophenyl azides to 2-aminophenols and other products was undertaken.It is certain that the rearrangement of 4-halophenyl azides to 2-aminophenols occurs but the products identified in this study differ significantly from those reported previously by Suschitzky et al. (1963, 1966). Keywords: Acetylated-2-amino-5-halophenols; 2-Acetamido-5-haloanisoles; 6-Halo-2-methylbenzoxazoles; 6-Halobenzoxazolones; 6-Halotriacetylaminophenols; 1H-NMR spectra; Fungicidal activity.
Direct ortho-acetoxylation of anilides via palladium-catalyzed sp 2 C-H bond oxidative activation
(Chemical Equation Presented) Various anilides have been directly ortho-acetoxylated through a Pd(OAc)2-catalyzed C-H bond activation process. The amide group in anilides was found to functionalize as an elegant directing group to convert aromatic sp2 C-H bonds into C-O bonds in high regioselectivity with acetic acid as the acetate source and K 2S2O8 as the oxidant.
Wang, Guan-Wu,Yuan, Ting-Ting,Wu, Xue-Liang
p. 4717 - 4720
(2008/09/21)
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