Abstract
A clean bifurcation between two important photochemical reactions through competition of a triplet state Type II H-abstraction reaction with a photo-Favorskii rearrangement for (o/p)-hydroxy-o-methylphenacyl esters that depends on the water content of the solvent has been established. The switch from the anhydrous Type II pathway that yields indanones to the aqueous-dependent pathway producing benzofuranones occurs abruptly at low water concentrations (∼8%). The surprisingly clean yields suggest that such reactions are synthetically promising.
Original language | English |
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Pages (from-to) | 644-647 |
Number of pages | 4 |
Journal | Organic Letters |
Volume | 13 |
Issue number | 4 |
DOIs | |
State | Published - 18 Feb 2011 |