Title: Recent Advances in Metal-Mediated Carbon-Nitrogen Bond Formation Reactions: Aziridination and Amidation
VOLUME: 9 ISSUE: 7
Author(s):Jason A. Halfen
Affiliation:Department of Chemistry, University of Wisconsin-Eau Claire, 105 Garfield Avenue, Eau Claire, WI54702, USA.
Keywords:catalytic transformations, ethyl diazoacetate (eda), cyclopropanation, aziridination, polydentate macrocyclic ligands, sulfur-containing macrocycles, esi-ms, recrystallization, metalloporphyrins, photolysis
Abstract: This review describes recent progress in the development of homogeneous, metal-mediated, catalytic pathways to synthetically valuable aziridines and sulfonamides. Areas of investigation described within this review include: (a) catalytic copper, iron, and silver-mediated nitrene transfer from the iminoiodinanes to olefins, (b) development of alternative nitrene sources for olefin aziridination, including N-halo-p-toluene sulfonamides, iminoiodinanes featuring labile N-protecting groups, and sulfonylazides, (c) use of single-pot aziridination protocols for the in situ generation of iminoiodinanes, and (d) metal-mediated carbene transfer to imines.
