65934-71-6Relevant articles and documents
Tertiary alcohols by tandem β-carbolithiation and N→C aryl migration in enol carbamates
Fournier, Anne M.,Clayden, Jonathan
supporting information; experimental part, p. 142 - 145 (2012/02/14)
Enol carbamates (O-vinylcarbamates) derived from aromatic or α,β-unsaturated compounds and bearing an N-aryl substituent undergo carbolithiation by nucleophilic attack at the (nominally nucleophilic) β position of the enol double bond. The resulting carbamate-stabilized allylic, propargylic, or benzylic organolithium rearranges with N→C migration of the N-aryl substituent, creating a quaternary carbon α to O. The products may be readily hydrolyzed to yield multiply branched tertiary alcohols in a one-pot tandem reaction, effectively a polarity-reversed nucleophilic β-alkylation-electrophilic α-arylation of an enol equivalent.
Ultrasonically activated reduction of substituted nitrobenzenes to corresponding N-arylhydroxylamines
Ung, Stéphane,Falguières, Annie,Guy, Alain,Ferroud, Clotilde
, p. 5913 - 5917 (2007/10/03)
Arylhydroxylamines can be obtained by reduction of the corresponding nitroaromatic compounds. We report here an efficient preparation of arylhydroxylamines by a controlled reduction of nitro compounds using zinc metal and ammonium chloride under ultrasonic activation in very short reaction times.