Photoacid generators (PAGs) based on N-acyl-N-phenylhydroxylamines for carboxylic and sulfonic acids
Simple and efficient photoacid generators (PAGs) for carboxylic and sulfonic acids based on N-acyl-N-phenylhydroxylamines have been demonstrated. Irradiation of o-carboxylates and thermally rearranged o-arenesulfonates of N-acyl-N-phenylhydroxylamines using UV light (≥254 nm) in aqueous methanolic solution resulted in efficient generation of carboxylic and sulfonic acids, respectively. The carboxylic acid generation ability of N-acyl-N- phenylhydroxylamines was found to be dependent on their N-acyl substituents. Further, polymer bearing o-arenesulfonates of N-acyl-N-phenylhydroxylamine was synthesized and demonstrated as PAG for sulfonic acids.
Iodine-mediated cyclisation of thiobenzamides to produce benzothiazoles and benzoxazoles
Synthesis of benzothiazoles by reaction of iodine with thiobenzamides, which do not possess an ortho alkoxy or ester group, is described. The unlikely synthesis of benzoxazoles from reaction of 2-alkoxythiobenzamides with iodine is also reported.
Downer-Riley, Nadale K.,Jackson, Yvette A.
p. 10276 - 10281
(2008/02/13)
Memory Effects and 1,3-Diazepine Ring Closure in Arylnitrenium Ions
15N- and 18O-Labelling experiments demonstrate that in the aromatic rearrangement of N,N'-diphenyl-N-(4-tosyloxy)benzamidines (2 -> 3 - 6) a strong memory effect occurs in oriented contact ion pairs.The formation of 1,3-diazepines 9 by ring closure betwee
Binding, Norbert,Heesing, Albert
p. 1822 - 1833
(2007/10/02)
Internal Mobility in the Ion Pairs during Aromatic Rearrangement of O-Sulfonyl-N-phenylhydroxylamines
In the rearrangement of O-alkyl- or O-arylsulfonyl-N-benzoyl-N-phenylhydroxylamines 3 to aminophenols 4, the internal mobility in the ion pair intermediates depends both on the size of the alkyl groups and on the interaction with the protic solvent, as wa
Gessner, Uwe,Heesing, Albert,Keller, Ludwig,Kleine Hohmann, Walter
p. 2865 - 2871
(2007/10/02)
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