Organic letters

The power of solvent in altering the course of photorearrangements

P Sebej, BH Lim, BS Park, RS Givens, P Klán

Index: Sebej, Peter; Lim, Bum Hee; Park, Bong Ser; Givens, Richard S.; Klan, Petr Organic Letters, 2011 ,  vol. 13,  # 4  p. 644 - 647

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Citation Number: 15

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 ...