Abstract
Di-t-butyl peroxide-induced addition of aromatic alcohols (benzyl alcohol [1a], ce-phenylethyl alcohol [1b], β-phenylethyl alcohol [1c]) to hexafluoropropene was carried out as a part of synthetic studies employing free-radical addition of aromatic compounds to fluoroolefins. These alcohols were oxidized readily by the peroxide. Thus [1a] gave phenyl-1, 1, 2, 3, 3, 3-hexafluoropropyl ketone [2] and 2, 2, 3-trifluoro-3-trifluoromethylindanone-1 [3], the same products as those obtained with benzaldehyde, and [1c] gave acetophenone. With [1c] the corresponding cyclic adduct [5] was obtained in 12.4% yield, together with [6] and [7], the products formed by the attack of benzyl radical.
