Unified and green oxidation of amides and aldehydes for the Hofmann and Curtius rearrangements

Abstract

The oxone–halide green oxidation system is extended to the oxidation of primary amides and aromatic aldehydes (with sodium azide) to generate N-haloamide and acyl azides, respectively, for subsequent Hofmann and Curtius rearrangements.

Ecofriendly Protocol for ipso-Bromination of Arylboronic Acids

“…The potential challenge is the competitive ipso -hydroxylation of arylboronic acids with oxone or hydrogen peroxide, which were reported in the literature (Scheme c). Since our laboratory has great interest in exploiting the in situ generation of reactive halogenating species from oxone and halide for organic synthesis, we envisioned that a similar oxone/halide system could be extended to the ipso -halogenation of arylboronic acids by minimizing the possible competitive ipso -hydroxylation.…”