title: Silver(I)-Promoted ipso-Nitration of Carboxylic Acids by Nitronium Tetrafluoroborate.
abstract: A novel and efficient method for the regioselective nitration of a series of aliphatic and aromatic carboxylic acids to their corresponding nitro compounds using nitronium tetrafluoroborate and silver carbonate in dimethylacetamide has been described. This transformation is believed to proceed via the alkyl-silver or aryl-silver intermediate, which subsequently reacts with the nitronium ion to form nitro substances. Mild reaction conditions, tolerant of a broad range of functional groups, and formation of only the ipso-nitrated products are the key features of this methodology when compared to known methods for syntheses of nitroalkyls and nitroarenes.
authors.affiliation: Department of Chemistry & Centre for Advanced Studies in Chemistry, Panjab University , Chandigarh 160 014, India.
authors.forename: Palani
authors.initials: P
authors.lastname: Natarajan
authors.affiliation: Department of Chemistry & Centre for Advanced Studies in Chemistry, Panjab University , Chandigarh 160 014, India.
authors.forename: Renu
authors.initials: R
authors.lastname: Chaudhary
authors.affiliation: Department of Chemistry & Centre for Advanced Studies in Chemistry, Panjab University , Chandigarh 160 014, India.
authors.forename: Paloth
authors.initials: P
authors.lastname: Venugopalan