Photochemistry of 4-hydroxypyrylium cations in aqueous sulfuric acid

JW Pavlik, AP Spada, TE Snead

Index: Pavlik, James W.; Spada, Alfred P.; Snead, Thomas E. Journal of Organic Chemistry, 1985 , vol. 50, # 17 p. 3046 - 3050

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Citation Number: 8

Abstract

4-Hydroxypyrylium cations that are known to undergo phototransposition to 2- hydroxypyrylium cations in concentrated sulfuric acid were observed to undergo photo-ring contraction in 50% sulfuric acid. The initial products observed when the irradiations are carried out at 0" C are 4, 5-dihydroxycyclopent-2-enones that can be isolated. At higher temperatures these initial products undergo secondary acid catalyzed thermal reactions to ...