10027/11068
Larry L. Klein
Larry L.
Klein
Valentina Petukhova
Valentina
Petukhova
Synthesis of Tri-functional Bis-azide Photoaffinity Probe
University of Illinois at Chicago
2014
photoaffinity
borylation
azide
2014-08-10 00:00:00
Journal contribution
https://indigo.uic.edu/articles/journal_contribution/Synthesis_of_Tri-functional_Bis-azide_Photoaffinity_Probe/10776116
Methyl 3-azidomethyl-5-azido-benzoate (1b) and its corresponding hydroxymethyl reduction product (1a) have been utilized for the synthesis of valuable nonradioactive photoaffinity probes. Previous preparations of (1a) depend upon a nonselective monoactivation of a bis-1,3-hydroxymethylaryl intermediate, leading to the expected statistical range of products/starting material. We report an alternate synthetic approach to these 1,3,5-trisubstituted molecules using recently described C-H activation and boronate refunctionalization methods.