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J Am Chem Soc. 2012 May 2;134(17):7262-5. doi: 10.1021/ja301519q. Epub 2012 Apr 24.

Rh2(II)-catalyzed intramolecular aliphatic C-H bond amination reactions using aryl azides as the N-atom source.

Author information

1
Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, Illinois 60607-7061, USA.

Abstract

Rhodium(II) dicarboxylate complexes were discovered to catalyze the intramolecular amination of unactivated primary, secondary, or tertiary aliphatic C-H bonds using aryl azides as the N-atom precursor. While a strong electron-withdrawing group on the nitrogen atom is typically required to achieve this reaction, we found that both electron-rich and electron-poor aryl azides are efficient sources for the metal nitrene reactive intermediate.

PMID:
22519742
PMCID:
PMC3397916
DOI:
10.1021/ja301519q
[Indexed for MEDLINE]
Free PMC Article

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