Photoreactivity of 2-pyridones with furan, benzene, and naphthalene. Inter-and intramolecular photocycloadditions

SMN Sieburth, KF McGee, F Zhang…

Index: Sieburth, Scott McN.; McGee Jr., Kevin F.; Zhang, Fangning; Chen, Yanping Journal of Organic Chemistry, 2000 , vol. 65, # 7 p. 1972 - 1977

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Citation Number: 23

Abstract

Pyridones, well-known for their ability to photodimerize, have been found to undergo [4+ 4] photocycloaddition with furan and naphthalene but not with benzene. In some cases these reactions can be highly regio-and stereospecific. Intramolecular reaction with furan produces both cis and trans [4+ 4] products. The cycloaddition with naphthalene can occur both inter-and intramolecularly. The intermolecular reaction yields primarily the cis isomer, ...