Bifunctional Reactivity of CuI: Sequential Ring Opening/N-Arylation.

The sequential use of a single CuIcatalyst enables the one-pot synthesis of N′-arylaminooxazolidinones through a Lewis acid catalyzed rearrangement followed by an N-arylation reaction. Contrary to previous reports, the formation of a cis-fused 5,5-membered ring system occurs during the rearrangement, as proven by X-ray crystallography. [ABSTRACT FROM AUTHOR]