A highly chemoselective
reaction between α,β-unsaturated
trifluoromethyl ketones with azaarenes under metal-free conditions
was carried out, affording a range of valuable azaarene-equipped CF3-tertiary alcohols in moderate to excellent yields (up to
95% yield) with good tolerance of functional groups, and their structures
were confirmed by NMR, HRMS, and X-ray diffraction for validation.
This method features simple reaction conditions (only solvent), high
atom- and step-economy, and broad substrate scope. Moreover, most
of the target products exhibited promising fungicidal activities,
and compound 3al exhibited 91.65% fungicidal activity
against R. solani, with an EC50 value of 0.18 mg/mL.