Functionalization of the 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) core. Academic Article

abstract

• The new BODIPY systems 1 and 2 were prepared and then used as substrates to explore S(N)Ar and F-B displacement reactions. Chloride was easily displaced from 1 by a piperidine/ester, methylmagnesium bromide selectively displaced fluoride, and cyanide could attack both sites. System 2 readily added soft nucleophiles to the electrophilic carbon atoms, providing a new method for bioconjugation of BODIPYs to proteins while also introducing a (19)F probe.

authors

• Burgess, Kevin

published proceedings

• Bioorg Med Chem Lett

altmetric score

• 3

author list (cited authors)

• Li, L., Nguyen, B., & Burgess, K.

citation count

• 139

complete list of authors

• Li, Lingling||Nguyen, Binh||Burgess, Kevin

publication date

• May 2008

publisher

• Elsevier  Publisher

published in

• Bioorganic and Medicinal Chemistry Letters  Journal

keywords

• Boron Compounds
• Chlorides
• Cyanides
• Fluorescent Dyes
• Fluorides
• Magnesium Compounds
• Molecular Probes
• Molecular Structure
• Piperidines

PubMed Central ID

• 18037291

Digital Object Identifier (DOI)

• 10.1016/j.bmcl.2007.10.103

start page

• 3112

end page

• 3116

volume

• 18

issue

• 10

URL

• http://dx.doi.org/10.1016/j.bmcl.2007.10.103