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Current Organic Chemistry

Editor-in-Chief

ISSN (Print): 1385-2728
ISSN (Online): 1875-5348

Recent Advances in Metal-Mediated Carbon-Nitrogen Bond Formation Reactions: Aziridination and Amidation

Author(s): Jason A. Halfen

Volume 9, Issue 7, 2005

Page: [657 - 669] Pages: 13

DOI: 10.2174/1385272053765024

Price: $65

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.

Keywords: catalytic transformations, ethyl diazoacetate (eda), cyclopropanation, aziridination, polydentate macrocyclic ligands, sulfur-containing macrocycles, esi-ms, recrystallization, metalloporphyrins, photolysis


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