4.5 Article

Recent advances in metal-mediated carbon-nitrogen bond formation reactions: Aziridination and amidation

Journal

CURRENT ORGANIC CHEMISTRY
Volume 9, Issue 7, Pages 657-669

Publisher

BENTHAM SCIENCE PUBL LTD
DOI: 10.2174/1385272053765024

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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.

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