A photoannulation route to naphthalenes from cyclic ketones

…, JC Minniear, WM Overton, JM Sherrick

Index: Olsen, Robert J.; Minniear, John C.; Overton, W. Mack; Sherrick, John M. Journal of Organic Chemistry, 1991 , vol. 56, # 3 p. 989 - 991

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Citation Number: 13

Abstract

A three-step naphthalene annulation of cyclic ketones has been developed. Aldol condensation with an aromatic aldehyde followed by Wittig olefmation produces a 1, 3- diene, which undergoes oxidative photocyclization to produce a naphthalene derivative. Ketone ring sizes of C6 to CB were annulated successfully. The sequence was also applied successfully to three methyl-substituted derivatives and one polycyclic case.