An efficient synthesis of aryloxyphenyl cyclopropyl methanones: a new class of anti-mycobacterial agents

An efficient, high yield and one-pot synthesis of phenyl cyclopropyl methanones by reaction of different aryl alcohols with 4′-fluoro-4-chloro-butyrophenone in THF/DMF in the presence of NaH/TBAB is reported. Most of the methanones were further reduced to respective alcohols or methylenes. All the compounds were evaluated for their anti-tubercular activities against M. tuberculosis H37Rv in vitro displaying MICs ranging from 25 to 3.125 μg/mL. The most active compounds showed activity against MDR strains and two of them (14 and 16) showed marginal enhancement of MST in mice.

Aryloxy phenyl cyclopropyl methanones were synthesized and evaluated as new potent anti-tubercular agents.Figure optionsDownload as PowerPoint slide