PlumX Metrics
Embed PlumX Metrics

Ring lithiation and functionalization of imidazol-2-ylidene-boranes

Organic Letters, ISSN: 1523-7060, Vol: 13, Issue: 22, Page: 6042-6045
2011
  • 17
    Citations
  • 0
    Usage
  • 21
    Captures
  • 0
    Mentions
  • 0
    Social Media
Metric Options:   Counts1 Year3 Year

Metrics Details

Article Description

N,N′-Dialkyl and N,N′-diaryl imidazol-2-ylidene-boranes and trifluoroboranes are rapidly lithiated at C4 of the imidazole ring, and the resulting intermediates have been quenched with an assortment of electrophiles to provide ring-functionalized imidazol-2-ylidene-boranes. Further deprotonation and functionalization of C5 have been demonstrated. Deboronation of the products by treatment with triflic acid or iodine and then methanol opens a route to C4/C5 functionalized imidazolium salts and imidazol-2-ylidenes. © 2011 American Chemical Society.

Bibliographic Details

Solovyev, Andrey; Lacôte, Emmanuel; Curran, Dennis P

American Chemical Society (ACS)

Biochemistry, Genetics and Molecular Biology; Chemistry

Provide Feedback

Have ideas for a new metric? Would you like to see something else here?Let us know